Name: 943836-24-6|(4-(Di([1,1'-biphenyl]-4-yl)amino)phenyl)boronic acid|97%
Brand: Ambeed
SKU: A474439
Price: 41.0 USD
Availability: InStock
Rating: 94 (27 reviews)

1
[ 499128-71-1 ]
[ 121-43-7 ]
[ 943836-24-6 ]

Yield	Reaction Conditions	Operation in experiment
86%		Step 1: Synthesis of 4-[bis(biphenyl-4-yl)amino]phenylboronic acid][0429]A synthetic scheme of 4-[bis(biphenyl-4-yl)amino]phenylboronic acid in Step 1 is shown in the following (1-1). [0430] <n="181"/>[0431]In a 300-mL three-neck flask, 6.0 g (13 mmol) of 4-bromo-4',4"-diphenyltriphenylamine was put, and the atmosphere in the flask was substituted by nitrogen. Then, 80 mL of tetrahydrofuran (abbreviation: THF) was added thereto, and the mixture was stirred at -780C for 10 minutes. After that, 10 mL of an n-butyllithium hexane solution (1.63 mol/L) was dropped onto this solution from a syringe, and the solution was stirred at -780C for 1 hour. After the stirring, 2.8 mL (25 mmol) of trimethyl borate was added to the reaction mixture, and the mixture was stirred at -78 0C for 1 hour and further at room temperature for 24 hours. After the stirring, about 50 mL of dilute hydrochloric acid was added to the reaction mixture, and the mixture was stirred at room temperature for 30 minutes. After the stirring, ethyl acetate was added to this mixture to perform extraction. After the extraction, an organic layer was washed with a saturated saline solution. Then, magnesium sulfate was added to the organic layer, and the organic layer was dried. After the drying, suction filtration was performed on this mixture to obtain filtrate. The obtained filtrate was concentrated and recrystallized with a mixture solvent of chloroform and hexane to obtain 4.8 g of an objective white powder-like solid at a yield of 86 %.
74%		Compound III-2 (23.8 g, 50 mmol) was added to the round bottom flaskAdd an appropriate amount of anhydrous THF to dissolve it, at a temperature of -78 C,n-BuLi (4.9 ml, 60 mmol) was added dropwise to the reaction flask and after 0.5 h of reaction,Trimethyl borate (7.8 g, 75 mmol) was quickly added dropwise to the reaction mixture.The temperature was slowly raised to room temperature and the reaction was continued for 30 minutes. After the reaction was completed, the reaction solution was poured into dilute aqueous hydrochloric acid.A solid material precipitated and was filtered, and the crude product was passed through a silica gel column to give compound IV-2 (16.3 g, 74%).

Reference： [1]Patent: WO2009/72587,2009,A1 .Location in patent: Page/Page column 179-180
[2]Patent: CN107986975,2018,A .Location in patent: Paragraph 0076-0078
[3]Journal of the American Chemical Society,2014,vol. 136,p. 18070 - 18081
[4]Organic Letters,2018,vol. 20,p. 7898 - 7901

2
[ 1028647-93-9 ]
[ 943836-24-6 ]
[ 1028648-66-9 ]

Yield	Reaction Conditions	Operation in experiment
46 - 74%	With potassium carbonate;palladium diacetate; tris-(o-tolyl)phosphine; In 1,2-dimethoxyethane; water; at 90℃; for 5h;	Step 2: Synthesis of bis(biphenyl-4-yl)[4'-(9-phenyl-9H-carbazol-3-yl)biphenyl-4-yl]amine (abbreviation:PCTBiIBP)][0433] synthetic scheme of bis(biphenyl-4-yl)[4'-(9-phenyl-9H-carbazol-3-yl)biphenyl-4-yl]amine in Step 2 is shown in the following (1-2). <n="182"/>[0434][0435]In a 100-mL three-neck flask, 2.0 g (4.5 mmol) of <strong>[943836-24-6]4-[bis(biphenyl-4-yl)amino]phenylboronic acid</strong>, 1.8 g (4.5 mmol) of 3-(4-bromophenyl)-9-pheϖyl-9H-carbazole, 10 mg (0.045 mmol) of palladium(II) acetate, and 0.69 g (0.23 mmol) of tri(ς-tolyl)phosphine were put, and 10 mL of a potassium carbonate solution (2.0 mol/L) and 20 mL of ethylene glycol dimethyl ether (abbreviation: DME) were added thereto. This mixture was deaerated while being stirred under low pressure, and the atmosphere in the flask was substituted by nitrogen. This mixture was stirred at 900C for 5 hours. After the stirring, toluene was added to the reaction mixture, and the mixture was heated at 90 0C. [0436]After the heating, this suspension was separated into an organic layer and an aqueous layer. After the separation, the organic layer was washed with a saturated sodium hydrogen carbonate solution and a saturated saline solution. Magnesium sulfate was added to the organic layer, and the organic layer was dried. Suction filtration was performed on this mixture through Celite, alumina, and then Florisil to obtain filtrate. The obtained filtrate was concentrated to obtain a solid. The obtained filtrate was dissolved in toluene and purified by silica gel column chromatography. The silica gel column chromatography was performed by using toluene as a developing solvent. A solid which was obtained by concentrating the obtained fraction was <n="183"/>recrystallized with a mixture solvent of toluene and hexane to obtain 2.4 g of an objective white solid at a yield of 74 %.[0437]Sublimation purification of the obtained white solid was performed by a train sublimation method. The sublimation purification was performed under a reduced pressure of 7.0 Pa, with a flow rate of argon at 3 mL/min, at 340 0C for 20 hours to obtain 0.70 g of the white solid, the theoretical yield of which is 1.5 g, at a yield of 46 %.

Reference： [1]Patent: WO2009/72587,2009,A1 .Location in patent: Page/Page column 180-182

3
[ 1160294-85-8 ]
[ 943836-24-6 ]
[ 1160294-84-7 ]

Yield	Reaction Conditions	Operation in experiment
87%	With potassium carbonate;palladium diacetate; tris-(o-tolyl)phosphine; In ethanol; water; toluene; at 100℃; for 3h;	Step 2: Synthesis of 4,4'-diphenyl-4"-(6,9-diphenyl-9H-carbazol-3-yl)triphenylamine(abbreviation: PCBBiIBPIII)] [0735]A synthetic scheme of4,4'-diphenyl-4"-(6,9-diphenyl-9H-carbazol-3-yi)triphenylamine in Step 2 is shown in the following (S-2).[0736] <n="246"/>[0737]In a 100-mL three-neck flask, 1.7 g (3.8 mmol) of Af,_V-bis(biphenyl-4-yl)aminophenyl-4-boronic acid, 1.5 g (3.8 mmol) of <strong>[1160294-85-8]3-bromo-6,9-diphenyl-9H-carbazole</strong>, 8.4 mg (0.038 mmol) of palladium(II) acetate, and 0.080 mg (0.26 mmol) of tri(°-tolyl)phosphine were put. Then, 10 mL of toluene, 2 mL of ethanol, and 10 mL of a 2M potassium carbonate solution were added to this mixture. After this mixture was deaerated under low pressure, the atmosphere in the flask was substituted by nitrogen. This mixture was stirred at 100 0C for 3 hours. [0738]After the stirring, toluene was added to this reaction mixture, and this mixture was heated at 50 0C and stirrred. After this suspension was brought back to room temperature, the suspension was separated into an organic layer and an aqueous layer. The obtained organic layer was washed with a saturated sodium carbonate solution and a saturated saline solution in this order. After the washing, magnesium sulfate was added to the obtained organic layer to remove moisture. Suction filtration was <n="247"/>performed on this mixture to obtain filtrate. Suction filtration was performed on the obtained filtrate through Celite (Wako Pure Chemical Industries, Ltd., catalog No.: 531-16855), Florisil (Wako Pure Chemical Industries, Ud., catalog No.: 540-00135), and alumina to obtain filtrate. The obtained filtrate was concentrated and purified by silica gel column chromatography. The silica gel column chromatography was performed by, first, using a mixture solvent of toluene: hexane=l:4 as a developing solvent, and then using a mixture solvent of toluene: hexane=l:l as another developing solvent. A solid which was obtained by concentrating the obtained fraction was recrystallized with a mixture solvent of chloroform and hexane to obtain 2.3 g of a white powder-like solid at a yield of 87 %. [0739]Sublimation purification of 2.3 g of the obtained white solid was performed by a train sublimation method. The sublimation purification was performed under a reduced pressure of 7.0 Pa, with a flow rate of argon at 4 mL/min, at 320 0C for 18 hours to obtain 1.8 g of the white solid at a yield of 78 %.

Reference： [1]Patent: WO2009/72587,2009,A1 .Location in patent: Page/Page column 244-246

4
[ 92-66-0 ]
[ 943836-24-6 ]

Reference： [1]Patent: EP2292603,2011,A1
[2]Patent: CN108117525,2018,A
[3]Patent: CN111484468,2020,A

5
[ 92-67-1 ]
[ 943836-24-6 ]

Reference： [1]Patent: EP2292603,2011,A1
[2]Patent: CN111484468,2020,A

6
[ 102113-98-4 ]
[ 943836-24-6 ]

Reference： [1]Patent: EP2292603,2011,A1
[2]Journal of the American Chemical Society,2014,vol. 136,p. 18070 - 18081
[3]Patent: CN107652189,2018,A
[4]Patent: CN107739377,2018,A
[5]Patent: CN107986975,2018,A
[6]Organic Letters,2018,vol. 20,p. 7898 - 7901
[7]Patent: CN111484468,2020,A

7
[ 499128-71-1 ]
[ 943836-24-6 ]

Yield	Reaction Conditions	Operation in experiment
69%		Synthesis of Intermediate 4; 47.64 g (100.0 mmol) of Intermediate 3 was dissolved in 200 mL of THF and cooled to -78C, and 44 mL (2.5M in hexane, 110 mmol) of butyllithium was slowly dropwise added to the solution in a nitrogen atmosphere. The reaction temperature was maintained at -78C for 30 minutes, raised to -30C and cooled again to -78C. Then, 16.8 mL (150 mmol) of trimethylborate was slowly dropwise added to the reaction product, and the temperature was raised to room temperature and maintained for 2 hours. 30 mL of 1 N HCl solution was slowly dropwise added to the reaction mixture and maintained for 30 minutes. 100 mL of water was further added to the reaction mixture and was extracted twice with 200 ml of ethylacetate. An organic layer was collected and dried, followed by filtration and concentration. The residue was separated by column chromatography to obtain 30.45 g (yield: 69%) of Intermediate 4.

Reference： [1]Bulletin of the Korean Chemical Society,2011,vol. 32,p. 2461 - 2464
[2]Patent: EP2292603,2011,A1 .Location in patent: Page/Page column 25

8
[ 319906-45-1 ]
[ 943836-24-6 ]
C₄₅H₃₄BrN [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
75%	With potassium carbonate;tetrakis(triphenylphosphine) palladium(0); In tetrahydrofuran; water; at 80℃; for 5h;	Synthesis of Intermediate 5 ; 7.98 g (20 mmol) of Intermediate 1, 8.82 g (20mmol) of Intermediate 4, 1.15 g (0.9 mmol) of Pd(PPh3)4, and 5.9 g (40mmol) of K2CO3 were dissolved in 100 ml of a mixed solution of THF/H2O (2:1), and stirred at 80C for 5 hours. The reaction product was cooled to room temperature, and 100 mL of water was added thereto. The reaction solution was extracted three times with 600 mL of diethylether. An organic layer was collected and dried using magnesium sulfate to evaporate the solvent. The residue was recrystallized with dichloromethane and normal hexane to obtain 10.03 g (yield: 75%) of Intermediate 5. This compound was identified using HR-MS.

Reference： [1]Patent: EP2292603,2011,A1 .Location in patent: Page/Page column 25

9
[ 943836-24-6 ]
[ 1265177-18-1 ]

Reference： [1]Patent: EP2292603,2011,A1

10
[ 943836-24-6 ]
[ 1265177-20-5 ]

Reference： [1]Patent: EP2292603,2011,A1

11
[ 943836-24-6 ]
[ 1265177-22-7 ]

Reference： [1]Patent: EP2292603,2011,A1

12
[ 943836-24-6 ]
[ 1334591-03-5 ]
[ 1334591-04-6 ]

Reference： [1]Bulletin of the Korean Chemical Society,2011,vol. 32,p. 2461 - 2464

13
[ 943836-24-6 ]
[ 1334591-03-5 ]
[ 1334591-05-7 ]

Reference： [1]Bulletin of the Korean Chemical Society,2011,vol. 32,p. 2461 - 2464

14
[ 603-34-9 ]
[ 943836-24-6 ]

Reference： [1]Bulletin of the Korean Chemical Society,2011,vol. 32,p. 2461 - 2464

15
[ 4316-58-9 ]
[ 943836-24-6 ]

Reference： [1]Bulletin of the Korean Chemical Society,2011,vol. 32,p. 2461 - 2464

16
[ 943836-24-6 ]
[ 1342817-08-6 ]
[ 1342817-09-7 ]

Yield	Reaction Conditions	Operation in experiment
72%	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In water; toluene; for 4h;Inert atmosphere; Heating;	91 g (207 mol) of bisbiphenyl-4-yl-(4-boronophenyl)amine, 207 g (474 mmol) of dimethyl 2-bromo-5-carbazol-9-ylterephthalate and 315.9 g (2.29 mol) of potassium carbonate are initially introduced in a mixture of 850 ml of toluene and 850 ml of water and saturated with N2 for 30 min. After addition of 1.36 g (1.18 mmol) of Pd(PPh3)4, the mixture is heated at the boil for 4 h. After cooling to RT and addition of 400 ml of EtOH, the mixture is cooled to room temperature and stirred for 1 h, and the precipitate is filtered off with suction, washed with water, EtOH and heptane and dried at 80 C. in vacuo. The yield is 254 g (336 mmol), corresponding to 72% of theory

Reference： [1]Patent: US2013/26422,2013,A1 .Location in patent: Paragraph 0201

Yield	Reaction Conditions	Operation in experiment
81%		General procedure: The Bl (3.34g, 10 mmol) was added vial, the injection of THF dried, placed in a dry ice - acetone bath cooling, -78 C was added dropwise n-BuLi (1 lmmol, 2.5M) solution, stirring was continued for 3 hours and then triisopropyl borate (2.07g, 11 mmol) added to the bottle, slowly brought to room temperature and stirred overnight. After completion of the reaction, dilute HC1 solution was dropwise jerk, and extracted with methylene chloride, the organic layer was dried, solvent was removed, dichloromethane and petroleum ether (60-90) was washed with a mixture of beating to give D-1 (2.57g, y = 86%),
67%		General procedure: Under N2 protection, ventilation after three times, tetrahydrofuran solution (100ml) and 5-(4-bromophenyl)-1,10-phenanthroline (6.88,20.3 mmol) was added to the three-mouthed bottles, control at a temperature of -78 C, stirring was started after one hour n-butyllithium (2.5M, 8.9ml) was slowly added dropwise to the reaction flask and continue to maintain said temperature, when a white emulsion when stirred for one hour, solution of triisopropyl borate (4.58g, 24.4mmol), and stirring was continued for 3 hours and returned to room temperature, the reaction was continued at room temperature overnight, the reaction progress by TLC.Process: The reaction progress was followed by TLC, to determine the end of the reaction, acidification, water was added, liquid separation (i.e., the upper layer of the reaction solution: tetrahydrofuran), the aqueous layer was extracted three times with methylene chloride, and the resulting solution was evaporated using a rotary evaporator, after addition of petroleum ether to give a white solid by suction filtration, and the resulting white solid product was baked at 50 C in 3 hours to give C-1 (4.39g, 72%).
10 g		General procedure: 11.1g of N-phenyl-1-naphthylamine, 15.6g of 4-iodobromobenzene, 1.9g of copper(I)iodide, 2.0g of N,N'-dimethylethylenediamine, 8.6g of sodium tert-butoxide and 100 mL of dehydrated toluene were placed in a 300 mL three-necked flask under a flow of argon. The mixture was stirred at 110C for 8 hours. After the reaction was completed, the resultant was extracted with toluene and then dried with magnesium sulfate. The extract was condensed under reduced pressure, and the crude product obtained was purified using column chromatography. The purified substance was recrystallized with toluene, filtered out and dried to obtain 16.8g of white powder. 16.8g of the above-mentioned white powder and 100 mL of dehydrated xylene were placed in a 300 mL three-necked flask under a flow of argon, and cooled to -30C. 30 mL of n-butyllithium (1.6M hexane solution) was added thereto and reacted for an hour. After cooled to -70C, 28 mL of triisopropyl borate was added. After heated slowly, the mixture was stirred at room temperature for an hour. 32 mL of 10% hydrochloric acid solution was added and stirred. The mixture was extracted with ethyl acetate and water, and the organic layer was washed with water. The resultant was dried with anhydrous sodium sulfate and the solvent was distilled away. The resultant was washed with hexane to obtain 7.5g of white powder.

General procedure: Sub 1-2-3-1 (6.5g, 20mmol) was dissolved in anhydrous ether, lowering the temperature of the reaction to -78C, n-BuLi (2.5M inhexane) was added dropwise (1.4g, 22mmol) slowly, and after , the reaction is stirred for 30 min. After lowering the temperature of the reaction back to -78C dropwise Triisopropyl borate (5.6g, 30mmol). Stirring at room temperature, diluted with water and it binds the 2N HCl. After completion of reaction, the organic layer was dried and extracted with water and ethyl acetate over MgSO4, and the organics concentrated and generating silicagel column and recrystallized Sub 1-2 (1), 4.6g (yield: 80%)

18
[ 943836-24-6 ]
[ 633-70-5 ]
2,6-bis{4-[bis(biphenyl-4-yl)amino]phenyl}anthraquinone [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2014,vol. 136,p. 18070 - 18081

19
[ 589-87-7 ]
[ 943836-24-6 ]

Reference： [1]Journal of the American Chemical Society,2014,vol. 136,p. 18070 - 18081
[2]Patent: CN107652189,2018,A
[3]Patent: CN107739377,2018,A
[4]Patent: CN107986975,2018,A
[5]Organic Letters,2018,vol. 20,p. 7898 - 7901

20
[ 943836-24-6 ]
6-bromo-1-methoxy-9-phenyl-9H-carbazole [ No CAS ]
N-(4-biphenyl)-N-(4-(8-methoxy-9-phenyl-9H-carbazol-3-yl)penyl)-4-benzidine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
78%	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In water; toluene;Inert atmosphere; Reflux;	The F-1 (10mmol, 3.52g), C-24 (11mmol, 4.85g), toluene (30 mL), aqueous potassium carbonate solution (15mL dissolved in 5.52 g of water) was placed in three-necked flask, under nitrogen was added tetrakis(triphenylphosphine)palladium (0.2mmol, 0.23g), the reaction was refluxed overnight, after the reaction, washed with water, layers were separated and the organic phase was dried, was isolated by column chromatography on silica gel G-1 (5.22g, y=8%),

Reference： [1]Patent: CN105523991,2016,A .Location in patent: Paragraph 0047

21
[ 943836-24-6 ]
C₃₂H₂₀ClNO [ No CAS ]
C₆₂H₄₂N₂O [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
77%	With tri-tert-butyl phosphine; potassium carbonate; In tetrahydrofuran; water; at 80℃; for 12h;	The 874mg (1.86mmol) of intermediate B-11 (1), 730mg (2.0mmol) of bis ([1,1'-biphenyl] -4-yl) boronic acid, 208mg (0.18mmol) of Pd (PPh3) 4 and 497mg (3.6mmol) of K2CO3 was added 50mL of THF / H2O (9/1 in volume ratio) mixture, and then, at the temperature 80 the mixed solution was stirred for 12 hours. The reaction solution was cooled to room temperature, and water and diethyl ether and the organic layer was extracted 3 times therefrom. The organic layer was dried using magnesium sulfate to derive therefrom the solvent is removed, and then, using a silica gel column chromatography and the residue was purified to obtain 1.19g (1.43mmol, yield: 77%) of compound 183A. FAB MS using a compound identified synthetic /.

Reference： [1]Patent: CN105481829,2016,A .Location in patent: Paragraph 0683; 0684

22
[ 943836-24-6 ]
C₂₅H₁₈BrNO [ No CAS ]
C₄₉H₃₆N₂O [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
78%	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In water; toluene;Inert atmosphere; Reflux;	The E-1 (10mmol, 4 . 28g), D-25 (11mmol, 4 . 85g), toluene (30 ml), aqueous potassium carbonate (5.52g dissolved in 15 ml water) is placed in three-neck bottle, under the protection of nitrogen by adD Tetrakis triphenylphosphine palladium (0.2 1,0.238 dirty) under nitrogen, the reaction was refluxed overnight, transAfter the end should be washed with water, layered, dry the organic phase was separated by silica gel column chromatography to obtain F-l (5.81g, y = 78%)

Reference： [1]Patent: CN105418485,2016,A .Location in patent: Paragraph 0038

23
[ 943836-24-6 ]
C₄₄H₂₈F₉NO₃S [ No CAS ]

Reference： [1]Patent: KR2015/6374,2015,A

24
[ 943836-24-6 ]
C₅₂H₃₆N₂ [ No CAS ]

Reference： [1]Patent: KR2015/6374,2015,A

25
[ 943836-24-6 ]
[ 116230-30-9 ]
C₄₀H₂₉NO [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
79%	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In tetrahydrofuran; water; for 1h;Reflux;	7-bromo-2-naphthol (21g, 94.1mmol) and amine boron acid (45.6g, 103.5mmol) andWas dissolved in potassium carbonate (K2CO3) (39g, 282mmol) in tetrahydrofuran (THF) (300mL), water (H2O) (100ml) was heated to 90 . After addition of tetrakis (triphenylphosphine) palladium (Pd (PPh3) 4) (2.17g, 1.88mmol) was refluxed for 1 hour. After cooling to room temperature to remove the water layer. After loading the hwangsang magnesium (MgSO4) the organic layer was filtered. After concentration is purified by column chromatography to obtain a formula 2A (40g, yield 79%).

Reference： [1]Patent: KR2015/6374,2015,A .Location in patent: Paragraph 0280-0282

26
[ 943836-24-6 ]
5-bromo-2,3-diphenyl-1H-indole [ No CAS ]
[ 1268622-12-3 ]

Yield	Reaction Conditions	Operation in experiment
70%	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In tetrahydrofuran; water; for 5h;Heating;	Formula 1-A of the compound (5g, 14.3 mmol) and Formula 1-C of compound (6.3g, 14.3 mmol) in tetrahydrofuran (50 mL) to dissolve completely and then, 2M potassium carbonate aqueous solution (20mL) was added to and tetrakistriphenylphosphine palladium pinot (495mg, 3 mol%) was placed, which was heated and stirred for 5 hours. It cooled to room temperature and remove the water layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure and tetrahydrofuran: hexane = 1: 10 in the column to prepare a compound of formula G-1 (6.64g, 70%).

Reference： [1]Patent: KR101560028,2015,B1 .Location in patent: Paragraph 0214-0217

27
[ 943836-24-6 ]
C₂₇H₁₆ClN₃S [ No CAS ]
C₅₇H₃₈N₄S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
73%	With potassium phosphate; bis(dibenzylideneacetone)-palladium(0); tricyclohexylphosphine; In 1,4-dioxane; for 12h;Reflux;	Compound 1-3 (10 g, 0.022 mol) and (0.023 mol) of (4- (di ([1,1'-biphenyl] -4-yl) amino) phenyl) boronic acid was diluted in 80 mL of 1,4-dioxane and 13.9 g (0.066 mol) of K3PO4 And the mixture was heated to reflux and stirred. 380 mg of dibenzylidene acetone palladium and 370 mg of tricyclohexylphosphine were added to the mixture, followed by stirring under reflux for 12 hours. After the completion of the reaction, the reaction product was cooled to room temperature, and the precipitated solid was filtered. The precipitated solid was dissolved in chloroform and washed twice with water. The collected organic layer was dried over anhydrous magnesium sulfate, filtered and recrystallized using ethyl acetate as a mixed solution To obtain 13 g (73%) of the objective compound 1 as pale yellow.

Reference： [1]Patent: KR2015/136028,2015,A .Location in patent: Paragraph 0143-0144; 0151-0152

28
[ 943836-24-6 ]
C₂₁H₂₀BrN [ No CAS ]
C₅₁H₄₂N₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
75%	With tetrakis(triphenylphosphine) palladium(0); sodium carbonate; In water; toluene; at 80℃; for 5h;	General procedure: Intermediates 2 (5g, 13.7mmol) and the intermediate body 4 (7.2g, 16.4mmol), sodium carbonate (7.2g, 68.3mmol), 200 ml toluene, multi function cap a 100 ml distilled 20 minutes in 80 C paste has better mouth feeling and heating stirring section. [...] tetra herein (0.79g, 0.68mmol) added of after, the reflux heating at a 5 stirring section. Reactants after cooled down to the normal temperature, separation of is layer was taken. Organic layer is concentrated under the silica gel column chromatography purified, 7g a 2 (formula 2) drying the compounds obtained (yield 75%). Derivatives, HR-MS, 1 H NMR, 13 C NMR the, identified through use of a.

Reference： [1]Patent: KR101502126,2015,B1 .Location in patent: Paragraph 0099; 0100; 0111-0113

29
[ 106-40-1 ]
[ 943836-24-6 ]

Reference： [1]Patent: KR101502126,2015,B1

30
[ 1591-31-7 ]
[ 943836-24-6 ]

Reference： [1]Patent: KR101502126,2015,B1

31
[ 499128-71-1 ]
[ 5419-55-6 ]
[ 7732-18-5 ]
[ 943836-24-6 ]

Yield	Reaction Conditions	Operation in experiment
81%		Intermediates 3 (10g, 21mmol) for for ease of application (300 ml) cooled to -78 C after melt to, n-butyl lithium (2.5M in Hexane) slowly under nitrogen atmosphere (9.24 ml, 23mmol) blended section. 30 minutes after maintaining a high -78 C tree isopropyl borate (2.37g, 32mmol) slowly blended section. Temperature of reaction mixture slowly until -40 C the oligo 1, which has the time. , A reaction mixture of a 1N HCl aqueous solution (42 ml) adding an, the oligo slowly until ambient temperature temperature, 1, which has the time. Saturated sodium chloride aqueous solution (200 ml) and separation of the cleaning burn one of the at least two, the organic layer separated lotioned scherrer taken for ease of application and low (50 ml) was and washing. Obtained filtrate to petroleum ether (1500 ml) adding solid were generated. For filtering solid have been generated, a 4 intermediate that is drying 7.4g obtained (yield 81%). Derivatives, HR-MS, 1 H NMR the, identified through use of a.

Reference： [1]Patent: KR101502126,2015,B1 .Location in patent: Paragraph 0099; 0100; 0109-0110

32
[ 943836-24-6 ]
[ 868549-07-9 ]
C₅₇H₄₂N₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
68%	With tetrakis(triphenylphosphine) palladium(0); sodium carbonate; In ethanol; toluene;Reflux;	General procedure: 36.61 g (70 mmol) of bisbiphenyl-4-yl- [4- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) phenyl] amine and 23.00 g (65 mmol) of 9- (3'-chloro-biphenyl-3-yl) -9H-carbazole and 78.9 ml (158 mmol) of Na 2 CO 3 (2 M solution) in 120 ml of ethanol and 120 ml of toluene . 4.06 g (3.51 mmol) of Pd (PPh 3) 4 are added to this suspension and the reaction mixture is heated under reflux for 16 h. After cooling, dichloromethane is added to this mixture, the organic phase is separated off, dried over MgSO 4 and the solvent is removed in vacuo. The crude product is then purified by chromatography on silica gel with heptane / ethyl acetate (20: 1). Recrystallize the residue from toluene. The yield is 40.75 g (57 mmol), corresponding to 87.9% of theory. The target compound is finally sublimed in high vacuum (p = 5 × 10 -6 mbar). The purity is 99.9%. The following compounds can be obtained analogously:

Reference： [1]Patent: JP2016/507475,2016,A .Location in patent: Paragraph 0127; 0128

33
[ 943836-24-6 ]
C₃₀H₂₀ClN [ No CAS ]
C₆₀H₄₂N₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
79%	With tetrakis(triphenylphosphine) palladium(0); sodium carbonate; In ethanol; toluene;Reflux;	General procedure: 36.61 g (70 mmol) of bisbiphenyl-4-yl- [4- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) phenyl] amine and 23.00 g (65 mmol) of 9- (3'-chloro-biphenyl-3-yl) -9H-carbazole and 78.9 ml (158 mmol) of Na 2 CO 3 (2 M solution) in 120 ml of ethanol and 120 ml of toluene . 4.06 g (3.51 mmol) of Pd (PPh 3) 4 are added to this suspension and the reaction mixture is heated under reflux for 16 h. After cooling, dichloromethane is added to this mixture, the organic phase is separated off, dried over MgSO 4 and the solvent is removed in vacuo. The crude product is then purified by chromatography on silica gel with heptane / ethyl acetate (20: 1). Recrystallize the residue from toluene. The yield is 40.75 g (57 mmol), corresponding to 87.9% of theory. The target compound is finally sublimed in high vacuum (p = 5 × 10 -6 mbar). The purity is 99.9%. The following compounds can be obtained analogously:

Reference： [1]Patent: JP2016/507475,2016,A .Location in patent: Paragraph 0127; 0128

34
[ 943836-24-6 ]
C₂₈H₂₀BrN [ No CAS ]
C₅₈H₄₂N₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
70%	With tetrakis(triphenylphosphine) palladium(0); sodium hydroxide; In tetrahydrofuran; water; at 80℃;	Sub-1-38 (6.0 g, 13.4 mmol)Was dissolved in THF (140 mL) in a round bottom flask,Sub-2-3 (5.9 g, 13.4 mmol), Pd (PPh3) 4 (0.46 g, 0.40 mmol), NaOH (1.6 g, 40.1 mmol)Water (70 mL) was added and stirred at 80 C. After the reaction was completed, the reaction mixture was extracted with CH 2 Cl 2 and water. The organic layer was dried over MgSO 4 and concentrated. The resulting compound was purified by silicagel column and recrystallized to obtain 7.2 g (yield: 70%) of the product.

Reference： [1]Patent: KR2016/113783,2016,A .Location in patent: Paragraph 0244; 0246-0248

35
[ 943836-24-6 ]
C₂₂H₁₄BrN [ No CAS ]
C₅₂H₃₆N₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
91%	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In tetrahydrofuran; water; for 2h;Reflux; Inert atmosphere;	To a 500 ml round-bottomed flask under a nitrogen atmosphere, Compound 1-A (15.0 g, 0.40 mol), (4- (di ([1,1'-biphenyl] -4- Yl) amino) phenyl) boronic acid (21.32 g, 0.48 mol) was completely dissolved in 240 ml of tetrahydrofuran, 2M potassium carbonate Aqueous solution (120 ml) was added, Tetrakis- (triphenylphosphine) palladium (1.41 g, 1.21 mmol) was added thereto, followed by heating and stirring for 2 hours. The temperature was lowered to room temperature, the water layer was removed, dried over anhydrous magnesium sulfate, concentrated under reduced pressure, and ethyl Acetate (200 ml) to obtain the above compound 1-2 (25.41 g, yield: 91%).

Reference： [1]Patent: KR2016/123176,2016,A .Location in patent: Paragraph 0352-0355

36
[ 943836-24-6 ]
C₂₉H₂₀BrN₃ [ No CAS ]
C₅₉H₄₂N₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
84%	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In tetrahydrofuran; water; for 3h;Inert atmosphere; Reflux;	In a nitrogen atmosphere To a 500 ml round-bottomed flask was added Compound A (5.58 g, 11.39 mmol) (4- (di ([1,1'-biphenyl] -4- yl) amino) phenyl) boronic acid (5.52 g, 12.53 mmol)After completely dissolving in 240 ml of tetrahydrofuran, 2M aqueous potassium carbonate solution (120 ml), And tetrakis- (triphenylphosphine) palladium (0.39 g, 0.34 mmol) was added thereto, followed by heating and stirring for 3 hours.The mixture was cooled to room temperature, the water layer was removed, dried over anhydrous magnesium sulfate, concentrated under reduced pressure, and recrystallized from ethyl acetate (200 ml) to obtain Compound 9 (7.76 g, 84%

Reference： [1]Patent: KR2017/63411,2017,A .Location in patent: Paragraph 0400-0402

37
[ 943836-24-6 ]
C₄₂H₂₉BrN₄ [ No CAS ]
C₇₂H₅₁N₅ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
61%	With tetrakis(triphenylphosphine) palladium(0); sodium carbonate; In water; toluene; for 16h;Reflux;	20 g (29.9 mmol) of the compound (III), 14.5 g (32.9 mmol) of the compound (VIII) and 3.4 g (32.4 mmol) of sodium carbonate were suspended in 600 mL of toluene and 220 mL of water.A solution of 0.35 g (0.3 mmol) of (triphenylphosphine) palladium (0) was added to the suspension and the reaction mixture was stirred at reflux for 16 h.After cooling, the organic phase was separated, extracted three times with 300 mL of dichloromethane, dried over magnesium sulfate and then evaporated to dryness.The residue was recrystallized from toluene and heptane.The yield was 18 g (18.3 mmol), corresponding to 61% of the theory.

Reference： [1]Patent: TW2017/470,2017,A .Location in patent: Page/Page column 88; 89

38
[ 943836-24-6 ]
N-([1,1'-biphenyl]-4-yl)-5-bromo-[1,1'-biphenyl]-2-amine [ No CAS ]
C₅₄H₄₀N₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
72%	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In tetrahydrofuran; for 5h;Reflux;	9.2 g (23.05 mmol) of Intermediate 1A obtained in the above reaction and 10.2 g (23.05 mmol) of (4- (di ([1,1'-biphenyl] -4-yl) amino) phenyl) boronic acid were added to 60 ml of THF, . To this is added an aqueous solution of 6.4 g (46.1 mmol) of potassium carbonate and the temperature is raised to reflux. 0.5 g (2 mol%) of tetrakis (triphenylphosphine) palladium (TTP) (Tetrakis (triphenylphosphine) palladium) was added thereto, and the mixture was stirred for 5 hours. After separation of water and organic layer, column purification yielded 11.9 g (72%) of N4, N4, N4'-tri ([1,1'- biphenyl] -4-yl) - [1,1 ': 3', 1 '' - terphenyl] -4,4'-diamine, Intermediate 1B was synthesized

Reference： [1]Patent: KR2017/92483,2017,A .Location in patent: Paragraph 0116-0117; 0119

39
[ 943836-24-6 ]
9-(2-bromophenyl)-9-phenyl-9H-fluorene [ No CAS ]
C₅₅H₃₉N [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
93%	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In tetrahydrofuran; water; for 4h;Inert atmosphere; Reflux;	9-phenyl-9H-fluorene (15.0 g, 37.87 mmol) in a 500 ml round-bottomed flask under a nitrogen atmosphere,4 - ((diphenyl-4-yl) amino) phenylboronic acid(20.04 g, 45.44 mmol) was completely dissolved in 300 ml of tetrahydrofuran,An aqueous solution of potassium potassium (150 ml) was added, and tetrakis- (triphenylphosphine) palladium (1.31 g, 1.14 mmol) was added thereto.Followed by heating and stirring. The temperature was lowered to room temperature, the water layer was removed, dried over anhydrous magnesium sulfate, concentrated under reduced pressureEthyl acetate (300 ml) to obtain Compound 9 (25.71 g, yield: 93%)

Reference： [1]Patent: KR2017/88650,2017,A .Location in patent: Paragraph 0161-0164

40
[ 943836-24-6 ]
[ 18737-40-1 ]
C₅₄H₄₁NSi [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
88%	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In water; toluene; at 90℃; for 8h;Inert atmosphere;	Under an Ar atmosphere, 4.40 g of (4-(bis(1,1?-biphenyl)-4-yl)amino) phenylboronic acid, 4.15 g of 4-bromotetraphenylsilane, 2.263 g of Pd(PPh3)4, and 2.44 g of potassium carbonate were added to a 200 mL, three-necked flask and were heated and stirred in a mixed solvent of 50 mL of toluene and 20 mL of water at about 90 C. for about 8 hours. After cooling in the air, water was added, an organic layer was separated, and solvents were distilled. The crude product thus obtained was separated by silica gel column chromatography (using a mixed solvent of dichloromethane and hexane) and recrystallized using a mixed solvent of toluene and hexane to obtain 6.33 g (yield 88%) of Compound 3-2 as a white solid. The molecular weight of Compound 3-2 measured by FAB-MS was 719. FAB-MS was measured using JMS-700V manufactured by JEOL Co., and 1H-NMR was measured using AVAVCE300M manufactured by Bruker Biospin KK Co.

Reference： [1]Patent: US2017/288147,2017,A1 .Location in patent: Paragraph 0138; 0139

41
[ 943836-24-6 ]
[ 1401068-25-4 ]
N-([1,1‘-biphenyl]-4-yl)-N-(4-(2-bromodibenzofuran-4-yl)phenyl)-[1,1‘-biphenyl]-4-amine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
63%	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In tetrahydrofuran; water; for 18h;Inert atmosphere; Reflux;	[231] In a 100 ml round-bottom three-neck flask under a nitrogen atmosphere, 1.8 g of Intermediate 5, 2.1 g of (4-(di([1,1’-biphenylj-4-yl)amino)phenyl) boronic acid, 2.0 g of potassium carbonate, 0.2 g of tetrakistriphenylphosphinepalladium(O), 45 ml of tetrahydrofuran and 15 ml of water were placed, and stuffed under reflux for 18 hrs. The reaction solution was cooled and then extracted with dichloromethane and water. The extracted solution was concentrated, subjected to column chromatography using a solvent mixture of dichloromethane and n-hexane and then concentrated, thus obtaining 1.9 g of Intermediate 11 (yield 63%).[2321 MS (ESI): [M+Hj 642

Reference： [1]Patent: WO2017/196081,2017,A1 .Location in patent: Paragraph 229; 230; 231; 232

42
[ 943836-24-6 ]
2-bromo-4-phenyldibenzofuran [ No CAS ]
C₄₈H₃₃NO [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
86%	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In tetrahydrofuran; water; for 12h;Inert atmosphere; Reflux;	[308] In a 100 ml round-bottom three-neck flask under a nitrogen atmosphere, 1.3 g of Intermediate 6, 1.9 g of (4-(di([1,1’-biphenylj-4-yl)amino)phenyl)boronic acid, 1.6 g of potassium carbonate, 0.1 g of tetrakistriphenylphosphinepalladium(0), 36 ml of tetrahydrofuran and 12 ml of water were placed, and stirred under reflux for 12 hrs. The reaction solution was cooled and then extracted with dichloromethane and water. The extracted solution was concentrated, subjected to column chromatography using a solvent mixture of dichloromethane and n-hexane and then concentrated, thus obtaining 2.2 g of Compound 1 (yield 86%).[309] MS (ESI): [M+H]+640 [310] 1H NMR(600MHz, CDC13): ö 8.13 (s, 1H), 8.03 (d, 1H), 7.97 (d, 2H), 7.83 (s, 1H),7.66 (d, 2H) 7.62-7.60 (m, 5H), 7.57-7.54 (m, 6H), 7.50-7.43 (m, 6H), 7.38 (t, 1H),7.33-7.25 (m, 8H)[3091[3101

Reference： [1]Patent: WO2017/196081,2017,A1 .Location in patent: Paragraph 306; 307; 308; 309; 310

43
[ 943836-24-6 ]
3-(2-bromodibenzofuran-4-yl)-9-phenyl-9H-carbazole [ No CAS ]
C₆₀H₄₀N₂O [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
71%	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In tetrahydrofuran; water; for 12h;Inert atmosphere; Reflux;	[313] In a 100 ml round-bottom three-neck flask under a nitrogen atmosphere, 1.3 g of Intermediate 7, 1.4 g of (4-(di([1,1’-biphenylj-4-yl)amino)phenyl)boronic acid, 1.1 g of potassium carbonate, 0.1 g of tetrakistriphenylphosphinepalladium(O), 30 ml of tetrahydrofuran and 10 ml of water were placed, and stuffed under reflux for 12 hrs. The reaction solution was cooled and then extracted with dichloromethane and water. The extracted solution was concentrated, subjected to column chromatography using a solvent mixture of dichloromethane and n-hexane and then concentrated, thus obtaining 1.5 g of Compound 2 (yield 7 1%).[314] MS (ESI): [M+H]+ 805 [315] 1H NMR(600MHz, CDC13): δ 8.70 (s, 1H), 8.26 (d, 1H), 8.12 (s, 1H), 8.06-8.02 (m, 2H), 7.95 (s, 1H), 7.71 (d, 2H) 7.65-7.58 (m, 1OH), 7.55 (d, 4H), 7.52-7.42 (m, 8H),7.39 (t, 1H), 7.35-7.3 1 (m, 5H), 7.28 (d, 4H)

Reference： [1]Patent: WO2017/196081,2017,A1 .Location in patent: Paragraph 311; 312; 313; 314; 315

44
[ 943836-24-6 ]
2-bromo-4-(9,9-dimethyl-9H-fluoren-2-yl)dibenzofuran [ No CAS ]
C₅₇H₄₁NO [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
89%	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In tetrahydrofuran; water; for 12h;Inert atmosphere; Reflux;	[318] In a 100 ml round-bottom three-neck flask under a nitrogen atmosphere, 1.3 g of Intermediate 8, 1.9 g of (4-(di([1,1’-biphenylj-4-yl)amino)phenyl)boronic acid, 1.6 g of potassium carbonate, 0.1 g of tetrakistriphenylphosphinepalladium(O), 30 ml of tetrahydrofuran and 10 ml of water were placed, and stuffed under reflux for 12 hrs. The reaction solution was cooled and then extracted with dichloromethane and water. The extracted solution was concentrated, subjected to column chromatography using a solvent mixture of dichloromethane and n-hexane and then concentrated, thus obtaining 2.0 g of Compound 4 (yield 89%).[319] MS (ESI): [M+H]+ 756 [320] 1H NMR(600MHz, CDC13): ö 8.13 (s, 1H), 8.04 (d, 1H), 7.98 (d, 2H), 7.91 (d, 1H), 7.88 (s, 1H), 7.81 (d, 1H), 7.69 (d, 2H) 7.64-7.60 (m, 5H), 7.55 (d, 4H). 7.51-7.42 (m,6H), 7.40-7.3 1 (m, 7H), 7.28 (d, 4H), 1.60 (s, 6H)

Reference： [1]Patent: WO2017/196081,2017,A1 .Location in patent: Paragraph 316; 317; 318; 319; 320

45
[ 943836-24-6 ]
9-(2-bromodibenzofuran-4-yl)-9H-carbazole [ No CAS ]
C₅₄H₃₆N₂O [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
44%	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In tetrahydrofuran; water; for 12h;Inert atmosphere; Reflux;	[323] In a 100 ml round-bottom three-neck flask under a nitrogen atmosphere, 1.0 g of Intermediate 9, 1.2 g of (4-(di([1,1’-biphenylj-4-yl)amino)phenyl)boronic acid, 1.0 g of potassium carbonate, 0.1 g of tetrakistriphenylphosphinepalladium(O), 30 ml of tetrahydrofuran and 10 ml of water were placed, and stuffed under reflux for 12 hrs. The reaction solution was cooled and then extracted with dichloromethane and water. The extracted solution was concentrated, subjected to column chromatography using a solvent mixture of dichloromethane and n-hexane and then concentrated, thus obtaining 0.8 g of Compound 7 (yield 44%).[324] MS (ESI): [M+H]+ 729 [325] 1H NMR(600MHz, CDC13): ö 8.27 (s, 1H), 8.21 (d, 1H), 8.09 (d, 2H), 7.89 (s, 1H), 7.64 (d, 2H), 7.60 (d, 4H), 7.53 (d, 4H), 7.47-7.40 (m, 9H), 7.34-7.3 1 (m, 12H)

Reference： [1]Patent: WO2017/196081,2017,A1 .Location in patent: Paragraph 321; 322; 323; 324; 325

46
[ 943836-24-6 ]
C₃₀H₁₇BrO [ No CAS ]
C₆₀H₃₉NO [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
72%	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In tetrahydrofuran; water; for 12h;Inert atmosphere; Reflux;	[338] In a 100 ml round-bottom three-neck flask under a nitrogen atmosphere, 1.4 g of Intermediate 10, 1.3 g of (4-(di([1,1’-biphenylj-4-yl)amino)phenyl)boronic acid, 1.5 g of potassium carbonate, 0.1 g of tetrakistriphenylphosphinepalladium(O), 30 ml of tetrahydrofuran and 10 ml of water were placed, and stuffed under reflux for 12 hrs. The reaction solution was cooled and then extracted with dichloromethane and water. The extracted solution was concentrated, subjected to column chromatography using a solvent mixture of dichloromethane and n-hexane and then concentrated, thus obtaining 1.7 g of Compound 16 (yield 72%).[339] MS (ESI): [M+H]+ 790 [340] 1H NMR(600MHz, CDC13): ö 9.25 (s, 1H), 8.84-8.80 (m, 2H), 8.75-8.69 (m, 3H), 8.29 (d, 1H), 8.20 (s, 1H), 8.08 (d, 1H), 8.03 (s, 1H), 7.72-7.67 (m, 7H), 7.61 (d, 4H),7.56-7.50 (m, 5H), 7.45-7.40 (m, 5H), 7.33-7.22 (m, 8H)

Reference： [1]Patent: WO2017/196081,2017,A1 .Location in patent: Paragraph 336; 337; 338; 339; 340

47
[ 943836-24-6 ]
2-bromo-4-phenyldibenzothiophene [ No CAS ]
C₄₈H₃₃NS [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
52%	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In tetrahydrofuran; water; for 12h;Inert atmosphere; Reflux;	[348] In a 100 ml round-bottom three-neck flask under a nitrogen atmosphere, 1.0 g of Intermediate 18, 1.4 g of (4-(di([1,1’-biphenylj-4-yl)amino)phenyl)boronic acid, 1.2 g of potassium carbonate, 0.1 g of tetrakistriphenylphosphinepalladium(O), 30 ml of tetrahydrofuran and 10 ml of water were placed, and stuffed under reflux for 12 hrs. The reaction solution was cooled and then extracted with dichloromethane and water. The extracted solution was concentrated, subjected to column chromatography using a solvent mixture of dichloromethane and n-hexane and then concentrated, thus obtaining 1.0 g of Compound 34 (yield 52%).[349] MS (ESI): [M+H]+ 656 [350] 1H NMR(600MHz, CDC13): ö 8.19 (s, 2H), 7.7 1-7.68 (m, 4H), 7.64-7.60 (m, 8H), 7.54 (d, 4H), 7.48 (t, 2H), 7.43 (t, 4H), 7.37 (t, 1H), 7.33-7.25 (m, 8H)

Reference： [1]Patent: WO2017/196081,2017,A1 .Location in patent: Paragraph 346; 347; 348; 349; 350

48
[ 943836-24-6 ]
2-(2-bromodibenzofuran-4-yl)-9-phenyl-9H-carbazole [ No CAS ]
C₆₀H₄₀N₂O [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
88%	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In tetrahydrofuran; water; for 12h;Inert atmosphere; Reflux;	[353] In a 100 ml round-bottom three-neck flask under a nitrogen atmosphere, 1.0 g of Intermediate 27, 1.1 g of (4-(di([1,1’-biphenylj-4-yl)amino)phenyl)boronic acid, 0.9 g of potassium carbonate, 0.1 g of tetrakistriphenylphosphinepalladium(O), 30 ml of tetrahydrofuran and 10 ml of water were placed, and stuffed under reflux for 12 hrs. The reaction solution was cooled and then extracted with dichloromethane and water. The extracted solution was concentrated, subjected to column chromatography using a solvent mixture of dichloromethane and n-hexane and then concentrated, thus obtaining 0.9 g of Compound 63 (yield 88%).MS (ESI): [M+H]+ 805 [355] 1H NMR(600MHz, CDC13): ö 8.31 (d, 1H), 8.21 (d, 1H), 8.11 (s, 1H), 8.03 (d, 1H),7.98 (s, 1H), 7.88 (d, 1H), 7.85 (s, 1H), 7.67-7.55 (m, 11H), 7.54 (d, 2H) 7.48-7.42 (m,8H), 7.37 (t, 1H). 7.33-7.25 (m, 8H)

Reference： [1]Patent: WO2017/196081,2017,A1 .Location in patent: Paragraph 351; 352; 353; 354; 355

49
[ 943836-24-6 ]
4-(2-bromodibenzofuran-4-yl)-9-phenyl-9H-carbazole [ No CAS ]
C₆₀H₄₀N₂O [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
60%	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In tetrahydrofuran; water; for 12h;Inert atmosphere; Reflux;	[358] In a 100 ml round-bottom three-neck flask under a nitrogen atmosphere, 0.9 g of Intermediate 28, 1.0 g of (4-(di([1,1’-biphenylj-4-yl)amino)phenyl)boronic acid, 0.8 g of potassium carbonate, 0.1 g of tetrakistriphenylphosphinepalladium(O), 30 ml of tetrahydrofuran and 10 ml of water were placed, and stuffed under reflux for 12 hrs. The reaction solution was cooled and then extracted with dichloromethane and water. The extracted solution was concentrated, subjected to column chromatography using a solvent mixture of dichloromethane and n-hexane and then concentrated, thus obtaining 0.9 g of Compound 64 (yield 60%).[359] MS (ESI): [M+H]+ 805 [360] 1H NMR(600MHz, CDC13): ö 8.30 (s, 1H), 8.10 (d, 1H), 7.96 (s, 1H), 7.69 (d, 2H),7.64-7.58 (m, 8H), 7.55-7.49 (m, 7H), 7.44-7.35 (m, 9H), 7.32-7.25 (m, 1OH), 6.88 (t,1H)

Reference： [1]Patent: WO2017/196081,2017,A1 .Location in patent: Paragraph 356; 357; 358; 359; 360

50
[ 943836-24-6 ]
2-bromo-4,4'-bi(dibenzofuran) [ No CAS ]
C₅₄H₃₅NO₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
46%	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In tetrahydrofuran; water; for 12h;Reflux; Inert atmosphere;	[363] In a 100 ml round-bottom three-neck flask under a nitrogen atmosphere, 1.1 g of Intermediate 29, 1.2 g of (4-(di([1,1’-biphenylj-4-yl)amino)phenyl)boronic acid, 1.1 g of potassium carbonate, 0.1 g of tetrakistriphenylphosphinepalladium(O), 30 ml of tetrahydrofuran and 10 ml of water were placed, and stuffed under reflux for 12 hrs. The reaction solution was cooled and then extracted with dichloromethane and water. The extracted solution was concentrated, subjected to column chromatography using a solvent mixture of dichloromethane and n-hexane and then concentrated, thus obtaining 0.9 g of Compound 65 (yield 46%).[364] MS (ESI): [M+H]+ 730[3651 1H NMR(600MHz, CDC13): ö 8.22 (s, 1H), 8.19 (s, 1H), 8.07-8.03 (m, 3H), 8.00 (d, 1H), 7.71 (d, 2H), 7.60 (d, 2H), 7.57-7.53 (m, 7H), 7.49-7.27 (m, 16H)

Reference： [1]Patent: WO2017/196081,2017,A1 .Location in patent: Paragraph 361; 362; 363; 364; 365

51
[ 943836-24-6 ]
C₂₄H₁₆ClN [ No CAS ]
C₅₄H₃₈N₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
88%	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In tetrahydrofuran; water; for 5h;Inert atmosphere; Reflux;	To a 500 ml round-bottomed flask in a nitrogen atmosphere was added Compound A (10.0 g, 28.33 mmol) (4- (di ([1,1'-biphenyl] -4- yl) amino) phenyl) boronic acid (13.74 g, 31.16 mmol) was completely dissolved in 310 ml of tetrahydrofuran, 2M aqueous potassium carbonate solution (150 ml) was added, Tetrakis- (triphenylphosphine) palladium (0.98 g, 0.85 mmol) was added thereto, followed by heating and stirring for 5 hours. The temperature was lowered to room temperature, the water layer was removed, dried over anhydrous magnesium sulfate, concentrated under reduced pressure, and recrystallized from ethyl acetate (260 ml) to give Compound 1 (17.79 g, 88%).

Reference： [1]Patent: KR2017/111539,2017,A .Location in patent: Paragraph 0115-0118

52
[ 486-25-9 ]
[ 943836-24-6 ]
C₄₃H₃₁N [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
80%		Compound V (5.4 g, 30 mmol) was added to a round bottom flask,Additional toluene was added to dissolve it, and p-toluenesulfonylhydrazide (8.4 g, 45 mmol) was added to the solution.After 2 hours of reaction at 80C,To the reaction mixture were sequentially added Compound IV-2 (19.8 g, 45 mmol) and K2CO3 (12.4 g, 90 mmol).The reaction was refluxed for 5 h and the reaction was cooled to room temperature.The reaction solution was washed with deionized water, and the organic phase was dried, concentrated and subjected to column chromatography to give compound TM2 (13.5 g, 80%).

Reference： [1]Patent: CN107652189,2018,A .Location in patent: Paragraph 0068; 0075-0077

53
[ 499128-71-1 ]
[ 121-43-7 ]
[ 7732-18-5 ]
[ 943836-24-6 ]

Yield	Reaction Conditions	Operation in experiment
74%		Compound III-2 (23.8 g, 50 mmol) was added to a round bottom flask.Add an appropriate amount of anhydrous THF to dissolve it, at a temperature of -78 C,N-BuLi (4.9 ml, 60 mmol) was added dropwise to the reaction flask and after 0.5 h of reaction,Trimethyl borate (7.8 g, 75 mmol) was rapidly added dropwise to the reaction solution, and the temperature was slowly raised to room temperature.Continue the reaction for 30 minutes. After the reaction is complete, pour the reaction mixture into dilute aqueous hydrochloric acid., there are solid substances precipitated and filtered,Crude silica gel column gave compound IV-2 (16.3 g, 74%).
74%		Compound III-3 (23.8 g, 50 mmol) was added to a round bottom flask.Add appropriate amount of anhydrous THF to dissolvesolution,At a temperature of -78C,n-BuLi (4.9 ml, 60 mmol) was added dropwise to the reaction flask.After 0.5h of reaction,Trimethyl borate (7.8 g, 75 mmol) was quickly added dropwise to the reaction mixture.The temperature is slowly raised to room temperature,Continue to react for 30 minutes. After the reaction is completed,The reaction solution was added to a dilute aqueous solution of hydrochloric acid.Solid matter precipitates and it is filteredThe crude product by silica gel column to give Compound IV-3 (16.3g, 74%).

Reference： [1]Patent: CN107652189,2018,A .Location in patent: Paragraph 0068; 0072-0074
[2]Patent: CN107739377,2018,A .Location in patent: Paragraph 0075; 0079-0081

54
[ 943836-24-6 ]
C₂₉H₁₉Cl [ No CAS ]
C₅₉H₄₁N [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
87%	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In tetrahydrofuran; water; for 4h;Inert atmosphere; Reflux;	In a nitrogen atmosphere, a 500 ml round-bottomed flask was charged with Compound A (8.76 g, 21.79 mmol) (4-(di ([1,1'-biphenyl]-4-yl)amino)phenyl)boronic acid (9.40 g, 22.88 mol) was completely dissolved in 240 ml of tetrahydrofuran2M aqueous potassium carbonate solution (120 ml) was added, tetrakis-(triphenylphosphine)palladium (0.76 g, 0.65 mmol) was added, and the mixture was heated with stirring for 4 hours. The temperature was lowered to room temperature, the water layer was removed, dried over anhydrous magnesium sulfate, concentrated under reduced pressure, and recrystallized from ethyl acetate (250 ml) to give Compound 5 (14.44 g, yield: 87%).

Reference： [1]Patent: KR2017/134132,2017,A .Location in patent: Paragraph 0229-0231

55
[ 943836-24-6 ]
3'-bromospiro[fluorene-9,9'-xanthene] [ No CAS ]
C₅₅H₃₇NO [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
15.9 g	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In 1,4-dioxane; water; at 60℃; for 5h;Reflux;	10 g (24.31 mmol) of the compound [10-1] and 11.27 g (25.53 mmol) of 4- (diviphenyl-4-yl-amino) phenylboronic acid were placed in a 250 mL reaction flask100 ml of 1,4-dioxane is added and the temperature is raised.0.56 g (0.4862 mmol) of tetrakis (triphenylphosphine) palladium (0) was added at 60 C, 5.04 g (36.47 mmol) of potassium carbonate dissolved in distilled water was added, and the mixture was refluxed and stirred for 5 hours. When the reaction is completed, the reaction mixture is cooled to room temperature, and then methanol is added to crystallize the mixture. The filtered solid was recrystallized from toluene to obtain 15.9 g (90% by weight) of the target compound [151] as a white solid.
15.9 g	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In 1,4-dioxane; water; at 60℃; for 5h;Reflux;	10 g (24.31 mmol) of compound [10-1], 11.27 g (25.53 mmol) of 4-(diphenyl-4-yl-amino)benzeneboronic acid were added to a 250 mL reaction flask.Add 100 ml of 1,4-dioxane and heat. At a temperature of 60 C,Add 0.56 g (0.4862 mmol) of tetrakis(triphenylphosphine)palladium(0),And after adding 5.04 g (36.47 mmol) of potassium carbonate dissolved in distilled water,Stirring was carried out for 5 hours under reflux. After the reaction is completed, it is cooled to room temperature.Then, methanol was added for crystallization, followed by filtration.The filtered solid is recrystallized with toluene,Thus, 15.9 g (90% by weight) of the target compound [151] was obtained as a white solid.

Reference： [1]Patent: KR2017/138799,2017,A .Location in patent: Paragraph 0126; 0128-0130
[2]Patent: CN109867652,2019,A .Location in patent: Paragraph 0119-0123

56
[ 943836-24-6 ]
[ 6829-22-7 ]
C₅₂H₃₅N₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
81%		Compound V (9.6 g, 30 mmol) was added to a round bottom flask.Then add toluene to dissolve it.Add to solutionInto tosylhydrazine (8.4 g, 45 mmol),After 2 hours of reaction at 80C,Compound IV-3 (19.8 g, 45 mmol) was sequentially added to the reaction solution.And K2CO3 (12.4g, 90mmol),Reflow reaction 5h,Cool the reaction to room temperatureWash the reaction solution with deionized water.The organic phase is dried,concentrate,Column chromatography,Compound TM3 (17.1 g, 81%) was obtained.

Reference： [1]Patent: CN107739377,2018,A .Location in patent: Paragraph 0075; 0082-0084

57
[ 943836-24-6 ]
C₂₅H₁₆BrClO [ No CAS ]
C₈₅H₆₀N₂O [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
74%	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In tetrahydrofuran; water; at 80℃; for 12h;	A-3 (1.0 g, 2.23 mmol) And (4- (di ([1,1'-biphenyl] -4-yl) amino) phenyl) boronic acid (2.95 g, 6.69 mmol), Was added to 20 mL of a mixture of THF / H2O (9/1 by volume), Pd (PPh3) 4 (128.8 mg, 0.11 mmol) and K2CO3 (924.6 mg, 6.69 mmol) and stirred for 12 hours at 80 deg. Then, extract three times with water and diethyl ether. The resulting organic layer was dried over magnesium sulfate and the solvent was evaporated. The resulting residue was purified by silica gel column chromatography to obtain Compound 94 (1.86 g, 1.65 mmol, yield 74%).

Reference： [1]Patent: KR2018/21339,2018,A .Location in patent: Paragraph 0365-0368

58
[ 5447-86-9 ]
[ 943836-24-6 ]
C₄₆H₃₇N [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
84%		Compound V-2 (6.7 g, 30 mmol) was added to a round bottom flask and toluene was added to dissolve it.Add p-methylbenzenesulfonhydrazide (8.4g, 45mmol) to the solution and react at 80C for 2hCompound IV-2 (19.8 g, 45 mmol) and K2CO3 (12.4 g, 90 mmol) were successively added to the reaction mixture.The reaction was refluxed for 5 h, the reaction was cooled to room temperature, and the reaction was washed with deionized water.The organic phase was dried, concentrated, and column chromatography afforded compound TM2 (15.2 g, 84%).

Reference： [1]Patent: CN107986975,2018,A .Location in patent: Paragraph 0079-0081

59
[ 943836-24-6 ]
C₁₈H₉ClO₂ [ No CAS ]
C₄₈H₃₁NO₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
85%	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In tetrahydrofuran; water; for 3h;Inert atmosphere; Reflux;	In a nitrogen atmosphere, Compound A (7.53 g, 25.79 mmol), (4- (di ([1,1'-biphenyl] -4-yl) amino) phenyl) boronic acid (11.94 g, 27.08 mmol) was completely dissolved in 260 mL of tetrahydrofuran, followed by addition of 2M aqueous potassium carbonate solution (130 mL), tetrakis- (triphenylphosphine) palladium (0.89 g, 0.77 mmol) And the mixture was heated with stirring for 3 hours. The organic layer was dried over anhydrous magnesium sulfate, concentrated under reduced pressure, and recrystallized from ethyl acetate (260 mL) to give Compound 1 (14.28 g, 85%)

Reference： [1]Patent: KR2018/51354,2018,A .Location in patent: Paragraph 0206-0209

60
[ 943836-24-6 ]
C₅₁H₃₁ClO₂ [ No CAS ]
C₈₁H₅₃NO₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
77%	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In water; toluene; at 100℃; for 14.5h;Inert atmosphere;	In a 2 L three-necked flask was added 24.3 g (34.16 mmol, 1.0 eq.) of intermediate-9And 15g (34.16mmol, 1.0eq.) of intermediate-10,Add 800ml of toluene as solvent.Add 14.14g (102.48mmol, 3eq.) potassium carbonate,Add 50 ml of water and pass nitrogen for 30 minutes.Further, 0.79 g (2% mol) of catalyst Pd(PPh3)4 was added to raise the temperature to 100 C.Reaction for 14 hours.After the reaction is completed, the mixture is cooled to room temperature, suction filtered, and the filter cake is dissolved in dichloromethane, and then passed through a short silica gel column.28.2 g of compound 114 were obtained in a yield of 77%.

Reference： [1]Patent: CN108101922,2018,A .Location in patent: Paragraph 0108; 0118; 0120; 0121

61
[ 102113-98-4 ]
[ 5467-74-3 ]
[ 943836-24-6 ]

Yield	Reaction Conditions	Operation in experiment
81%	With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate; In toluene; at 110℃; for 3.5h;Inert atmosphere;	Add 32.1 g (100 mmol, 1.0 eq.) of bis(4-biphenylyl)amine to a dry 2 L three-neck flask.And 20g (100mmol, 1.0eq.) 4-bromo-phenylboronic acid,Then add 800 ml of toluene which has been dried and degassed as a solvent.Nitrogen gas was passed for 30 minutes.An additional 14.4 g (150 mmol, 1.5 eq.) of sodium tert-butoxide was added.1.8 g (2% mol) of catalyst Pd2(dba)3And 8 ml (4% mol) of a solution of P(t-bu)3 in toluene (m/v, 10%).The temperature was raised to 110 C and the reaction was carried out for 3 hours.After the reaction is completed, it is cooled to room temperature, filtered through a short column of silica gel, solvent is removed, and recrystallized from toluene and ethanol.35.28 g of intermediate-10 were obtained in a yield of 81%.
	With tris-(dibenzylideneacetone)dipalladium(0); potassium tert-butylate; triphenylphosphine; In toluene; for 12h;Inert atmosphere; Reflux;	In a three-neck flask, add 0.01 mol of raw material B-1, 0.012 mol of raw material A-1, 0.03 mol of potassium tert-butoxide, and 1×10-4 mol of Pd2(dba)3 under an atmosphere of nitrogen. 1×10-4mol triphenylphosphine, 150ml toluene, heated to reflux for 12 hours. Sampling point board shows that there is no remaining raw material B-1 and the reaction is complete; natural cooling, filtration, rotary evaporation of the filtrate, and silica gel column to obtain intermediate F-1.

Reference： [1]Patent: CN108101922,2018,A .Location in patent: Paragraph 0108; 0114; 0116; 0117
[2]Patent: CN113416164,2021,A .Location in patent: Paragraph 0335-0337; 0345-0347; 0355; 0356; 0359

62
[ 943836-24-6 ]
[ 312612-61-6 ]
C₅₀H₃₅N [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
72%	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In tetrahydrofuran; water; for 8h;Inert atmosphere; Reflux;	Compound 1 which is a compound according to an example embodiment may be synthesized by the following reaction. Under an argon (Ar) atmosphere, 4.30 g of Compound A, 9.98 g of Compound 8, 654 mg of tetrakis (triphenylphosphine)palladium(0) (Pd(PPh3)4), and 6.91 g of potassium carbonate (K2C03) were added to a solvent of THF (200 ml)/water (50 ml) and deaerated. The reaction mixture was stirred and refluxed for 8 hours. After that, the reactant was cooled, extracted with chloroform, and washed with a saturated saline solution. The organic layer thus obtained was dried with anhydrous sodium sulfate, filtered, and concentrated, and residues were separated by colunm chromatography to obtain 5.29 g (yield 72%) of Compound 1 as a white solid. The molecular weight of the compound measured by FAB-MS was 649. In addition, the chemical shifi values of the compound measured by ‘H-NMR were 8.93 (m, 2H), 7.83 (m, 1H), 7.76-7.55 (12H), 7.51 (ddd, 1H, J=1, 7, 8 Hz), 7.47-7.34 (7H), 7.34-7.26 (2H), 7.26-7.19 (2H), 7.18-7.09 (6H), 7.05 (ddd, 2H, J=2, 2, 9Hz). From the results, the white solid compound was identified as Compound 1.

Reference： [1]Patent: US2018/114907,2018,A1 .Location in patent: Paragraph 0139; 0140; 0141

63
[ 943836-24-6 ]
C₃₈H₂₃Cl [ No CAS ]
C₆₈H₄₅N [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
78%	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In tetrahydrofuran; water; for 3h;Inert atmosphere; Reflux;	After completely dissolving Compound A (10.0 g,17.92 mmol) and (4-(di([1 , 1’-biphenyl] -4-yl)amino)phenyl) boronic acid (7.41 g, 20.61 mmol) in 280 ml of tetrahydrofuran in a 500 ml round bottom flask under nitrogen atmosphere, a 2 M aqueous potassium carbonate solution (140 ml) and then tetrakis-(triphenylphosphine)palladium (0.62 g, 0.54 mmol) were added thereto, and the result was heated and stirred for 3 hours. Afier lowering the temperature to room temperature, the water layer was removed, and the result was dried with anhydrous magnesium sulfate, vacuumconcentrated, and then recrystallized with 200 ml of ethylacetate to prepare Compound 28 (10.11 g, yield: 78%). MS[M+H]=876

Reference： [1]Patent: US2018/111887,2018,A1 .Location in patent: Paragraph 0240-0242

64
[ 499128-71-1 ]
[ 5419-55-6 ]
[ 943836-24-6 ]

Yield	Reaction Conditions	Operation in experiment
65%		5) Under a N2 protection, add (66.2 mmol, 31.5 g) of N-(4-bromobenzene) to a 1000 mL dry three-necked flask.Base)-N,N-bis(4-biphenylyl)amine, 500 mL of dried tetrahydrofuran, then cool to -50 C in an alcohol bath, slowly add (92.7 mmol, 39 mL) n-butyllithium, drop for 30 min After the addition was completed, the mixture was kept for 1 h, and then dropwise (119.2 mmol, 28 mL) of triisopropyl borate was added dropwise over 10 min, and the mixture was slowly warmed to room temperature and stirred overnight. Quenched with 20 mL of concentrated hydrochloric acid, concentrated to dryness.Concentrate to 200mL,Add 400mL of petroleum ether,Filtered, driedN-(4-boronic acid phenyl)-N,N-bis(1,1'-biphenyl-4-yl)amine 19 g, yield 65%

Reference： [1]Patent: CN108117525,2018,A .Location in patent: Paragraph 0069

65
[ 943836-24-6 ]
2-(3-bromophenyl)-4-(1-naphthalene-yl)-6-phenyl-1,3,5-triazine [ No CAS ]
C₅₅H₃₈N₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
9g	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In water; toluene; at 20℃; for 8h;Inert atmosphere; Reflux;	6) Under the protection of inert gas, 150 ml of toluene and 75 ml of ethanol were added to a 500 ml four-necked flask.2-(3-Bromophenyl)-4-(1-naphthalene)-6-phenyl-1,3,5-triazine (8.76 g, 20 mmol),N-(4-boronic acid phenyl)-N,N-bis(1,1'-biphenyl-4-yl)amine (8.82 g, 20 mmol), tetratriphenylphosphine palladium (0.23 g, 0.2 mmol), Anhydrous potassium carbonate (5.52 g, 40 mmol), added with 75 ml of water, under an inert atmosphere, heated under reflux for 8 h, cooled to room temperature, extracted with 200 ml of ethyl acetate three times, dried over anhydrous sodium sulfate, filtered and dried, 9 g of compound-2 was isolated.

Reference： [1]Patent: CN108117525,2018,A .Location in patent: Paragraph 0070

66
[ 589-87-7 ]
[ 943836-24-6 ]
2-(3-bromophenyl)-4-(1-naphthalene-yl)-6-phenyl-1,3,5-triazine [ No CAS ]
C₆₁H₄₂N₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
9.96g		1) Add to a 500 mL three-necked flask under N2 protection (45.3 mmol, 20 g)N-(4-boronic phenyl)-N,N-bis(1,1'-biphenyl-4-yl)amine,(45.3 mmol, 12.8 g) p-bromoiodobenzene, (90.6 mmol, 12.5 g) potassium carbonate, 75 mL water, (0.14 mmol, 0.16 g) triphenylphosphine palladium, 110 mL toluene, 75 mL ethanol, stirred at 80 C overnight, The reaction solution was filtered, TLC was combined with solid and mother liquid, and solid was dissolved in 500 mL of dichloromethane.It was washed twice with 200 mL of water, dried over anhydrous magnesium sulfate, filtered and concentrated to 150 mL, 500 mL of petroleum ether, filtered and dried.The solid was 18.2 g, and the yield was 72.8%. 2) Add 150 ml of toluene, 75 ml of ethanol to a 500 ml four-necked flask.2-(3-Bromophenyl)-4-(1-naphthalene)-6-phenyl-1,3,5-triazine (6.36 g, 20 mmol),The above synthesized boronic acid derivative (10.34 g, 20 mmol), tetrakistriphenylphosphine palladium(231 mg, 0.2 mmol), anhydrous potassium carbonate (5.52 g, 40 mmol), EtOAc (EtOAc) The mixture was filtered and dried to give 9.96 g of Compound-6

Reference： [1]Patent: CN108117525,2018,A .Location in patent: Paragraph 0087; 0088; 0089

67
[ 62-53-3 ]
[ 943836-24-6 ]

Reference： [1]Patent: CN108117525,2018,A

68
[ 943836-24-6 ]
2-(3-bromophenyl)-4,6-di-(1-naphthalene-yl)-1,3,5-triazine [ No CAS ]
C₅₉H₄₀N₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
10g	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In ethanol; water; toluene; for 8h;Inert atmosphere; Reflux;	4) Add 300 ml of toluene, 150 ml of ethanol, 2-(3-bromophenyl)-4,6-di-(1-naphthalene)-1 to a 1000 ml four-necked flask.3,5-triazine (19.52 g, 40 mmol), N-(4-boronic acid phenyl)-N,N-bis(1,1'-biphenyl-4-yl)amine (17.56 g,40 mmol), tetrakistriphenylphosphine palladium (462 mg, 0.4 mmol), anhydrous potassium carbonate (11 g, 80 mmol), was added 150 ml of water, and the mixture was heated under reflux for 8 h and cooled to room temperature.The organic phase was extracted three times with 400 mL of ethyl acetate and dried over anhydrous sodium sulfate.Filter and spin dry,Column chromatography gave 10 g of compound-3

Reference： [1]Patent: CN108117525,2018,A .Location in patent: Paragraph 0078

69
[ 3224-57-5 ]
[ 943836-24-6 ]
3-(4-(di([1,1'-biphenyl]-4-yl)amino)phenyl)phenazine 5-oxide [ No CAS ]

Reference： [1]Organic Letters,2018,vol. 20,p. 4458 - 4461

70
[ 51376-06-8 ]
[ 943836-24-6 ]
C₃₆H₂₅N₃O [ No CAS ]

Reference： [1]Organic Letters,2018,vol. 20,p. 4458 - 4461

71
[ 3271-40-7 ]
[ 943836-24-6 ]
2-(4-(di([1,1'-biphenyl]-4-yl)amino)phenyl)phenazine 5-oxide [ No CAS ]

Reference： [1]Organic Letters,2018,vol. 20,p. 4458 - 4461

72
[ 3271-40-7 ]
[ 943836-24-6 ]
N-([1,1'-biphenyl]-4-yl)-N-(4-(phenazin-2-yl)phenyl)-[1,1'-biphenyl]-4-amine [ No CAS ]

Reference： [1]Organic Letters,2018,vol. 20,p. 4458 - 4461

73
[ 943836-24-6 ]
C₃₉H₂₄Br₂N₂O₂ [ No CAS ]
C₉₉H₆₈N₄O₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In tetrahydrofuran; water; at 66℃;	To a dried round bottom flask was added B-1-8 (3.8 g), A-1-1-5 (1.9 g), Pd (PPh3) 4 (155 mg) And THF (27 mL) was added. The flask was purged with nitrogen three times.2 M K 2 CO 3 (aq) (2.7 mL) was added to the resultant and stirred at 66 C for 4 days.The mixture was diluted with DCM (30 mL) and filtered through SiO2.The filtered solution was dried under reduced pressure,A-1-1-6 was obtained. (Column purification with Hex / EtOAc to DCM only solution).

Reference： [1]Patent: KR2018/92783,2018,A .Location in patent: Paragraph 0259; 0268-0270

74
[ 943836-24-6 ]
[ 1263430-44-9 ]
C₈₂H₇₀N₂O₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
759 mg	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In tetrahydrofuran; toluene; at 90℃; for 20h;	A 100 mL round bottom flask was charged with stir bar,Compound 1-B (1140 mg, 2.2168 mmol),(4- (di ([1,1'-biphenyl] -4- yl) amino) phenyl) boronic acid(2005 mg, 4.5445 mmol),Tetrakis (triphenylphosphine) palladium (256 mg, 0.2217 mmol), Potassium carbonate(5.54 mL, 11.08 mmol, 2M),Toluene (20 mL),And THF (20 mL).The added solution was stirred at 90 C for 20 hours.To the stirred solution, 20 mL of distilled water was added to terminate the reaction.The reaction was terminated by adding ethyl acetate (3 times 10 mL each).The extracted organic layer was washed with water using sodium sulfate.The dried organic layer was filtered and the solvent was removed. The solvent-removed mixture was subjected to silica gel column chromatography (EA: Hex = 2: 8) to obtain 759 mg of solid final compound 1-1-1.

Reference： [1]Patent: KR2018/99237,2018,A .Location in patent: Paragraph 0210-0212

75
[ 10075-50-0 ]
[ 943836-24-6 ]
C₃₈H₂₈N₂ [ No CAS ]

Reference： [1]Organic Letters,2018,vol. 20,p. 7898 - 7901

76
[ 943836-24-6 ]
N-(4-(6H-isoindolo[2,1-a]indol-2-yl)phenyl)-N-([1,1'-biphenyl]-4-yl)-[1,1'-biphenyl]-4-amine [ No CAS ]

Reference： [1]Organic Letters,2018,vol. 20,p. 7898 - 7901

77
[ 943836-24-6 ]
N-([1,1'-biphenyl]-4-yl)-N-(4-(1-(2-iodobenzyl)-1H-indol-5-yl)phenyl)-[1,1'-biphenyl]-4-amine [ No CAS ]

Reference： [1]Organic Letters,2018,vol. 20,p. 7898 - 7901

78
[ 943836-24-6 ]
C₂₈H₂₁Br [ No CAS ]
C₅₈H₄₃N [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
85%	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In tetrahydrofuran; water; for 2h;Inert atmosphere; Heating;	To a 500 mL round-bottom flask in a nitrogen atmosphere was added the compound B (5.24 g, 12.02 mmol) and the above compound a1 (6.10 g, 13.82 mmol)After completely dissolving in 220 mL of tetrahydrofuran, 2M aqueous potassium carbonate solution (110 mL) was added,Tetrakis- (triphenylphosphine) palladium (0.42 g, 0.36 mmol) was added thereto, followed by heating and stirring for 2 hours.The temperature was lowered to room temperature, the water layer was removed, dried over anhydrous magnesium sulfate, concentrated under reduced pressure, and recrystallized from ethyl acetate (240 mL) to obtain the compound 20 (7.68 g, yield 85%).

Reference： [1]Patent: KR2019/44974,2019,A .Location in patent: Paragraph 0262-0265

79
[ 943836-24-6 ]
C₂₈H₂₁Br [ No CAS ]
C₅₈H₄₃N [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
75%	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In tetrahydrofuran; for 3h;Inert atmosphere; Heating;	To a 500 mL round bottom flask in a nitrogen atmosphere was added the compound A(6.25 g, 14.33 mmol)And the above compound a1 (7.27 g, 16.49 mmol) After completely dissolved in 240 mL of tetrahydrofuran, 2M aqueous potassium carbonate solution (120 mL) was added,Tetrakis- (triphenylphosphine) palladium (0.50 g, 0.43 mmol) was added thereto, followed by heating and stirring for 3 hours.The temperature was lowered to room temperature, the water layer was removed, dried over anhydrous magnesium sulfate, concentrated under reduced pressure, and recrystallized from ethyl acetate (260 mL) to obtain Compound 1 (8.12 g, yield 75%).

Reference： [1]Patent: KR2019/44974,2019,A .Location in patent: Paragraph 0167-0170

80
[ 499128-71-1 ]
[ 593-90-8 ]
[ 943836-24-6 ]

Reference： [1]Photochemical and Photobiological Sciences,2019,vol. 18,p. 1064 - 1074

81
[ 266357-54-4 ]
[ 943836-24-6 ]
3,6-bis(4′-(di(1,1′-biphenyl-4-yl)amino)-1,1′-biphenyl-4-yl)-2,5-dihexyl-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione [ No CAS ]

Reference： [1]Photochemical and Photobiological Sciences,2019,vol. 18,p. 1064 - 1074

82
[ 943836-24-6 ]
C₂₂H₁₁F₉O₄S [ No CAS ]
C₄₈H₃₃NO [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
51%	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In tetrahydrofuran; water; for 4h;Reflux; Inert atmosphere;	Compound A (5.32 g) and (4-(di([1,1′-biphenyl]-4-yl)amino)phenyl)boronic acid (10.72 g, 24.30 mmol) were completely dissolved in 240 ml of tetrahydrofuran in a 500 ml round bottom flask under a nitrogen atmosphere, to which a 2M aqueous potassium carbonate solution (120 ml) was added and tetrakis-(triphenylphosphine)palladium (0.76 g, 0.66 mmol) was added, and then the mixture was heated and stirred for 4 hours. After lowering the temperature to room temperature, the water layer was removed, and the resultant was dried with anhydrous magnesium sulfate, concentrated under reduced pressure, and recrystallized from 250 ml of ethyl acetate to prepare Compound 17 (7.12 g, yield: 51%). MS[M+H]+=640

Reference： [1]Patent: US2019/169176,2019,A1 .Location in patent: Paragraph 0160; 0161; 0162

83
[ 943836-24-6 ]
C₂₆H₁₃F₉O₄S [ No CAS ]
C₅₂H₃₅NO [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
84%	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In tetrahydrofuran; water; for 3h;Reflux; Inert atmosphere;	Compound C (7.75 g, 27.45 mmol) and (4-([1,1′-biphenyl]-4-yl(9,9-dimethyl-9H-fluoren-2-yl)amino)phenyl)boronic acid (13.41 g, 30.42 mol) were completely dissolved in 280 ml of tetrahydrofuran in a 500 ml round bottom flask under a nitrogen atmosphere, to which a 2M aqueous potassium carbonate solution (140 ml) was added and tetrakis-(triphenylphosphine)palladium (0.92 g, 0.79 mmol) was added, and then the mixture was heated and stirred for 3 hours. After lowering the temperature to room temperature, the water layer was removed, and the resultant was dried with anhydrous magnesium sulfate, concentrated under reduced pressure, and recrystallized from 250 ml of ethyl acetate to prepare Compound 19 (15.26 g, yield: 84%). MS[M+H]+=690

Reference： [1]Patent: US2019/169176,2019,A1 .Location in patent: Paragraph 0166; 0167; 0168; 0169

84
[ 870244-34-1 ]
[ 943836-24-6 ]
3,5-bis(4-(di ([1,1′-biphenyl]-4-yl)amino)phenyl)isonicotinonitrile [ No CAS ]

Reference： [1]Dyes and Pigments,2019,vol. 170

85
[ 943836-24-6 ]
4-([1,1'-biphenyl]-4-yl)dibenzo[b,d]thiophene [ No CAS ]
C₅₄H₃₇NS [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		Under N2 protection, add 36g (190mmol) of 4-biphenyl-dibenzothiophene, 2500mL of THF, ice-cold bath, cool to -40 C with liquid nitrogen, clarify the reaction, start adding dropwise n-butyl lithium 95mL (228mmol) No significant temperature rise was observed during the dropwise addition, and the color of the reaction solution became dark reddish brown, and a small amount of solid precipitated.Add 1/2 dropwise, remove the cold bath, drip, the temperature of the reaction solution is -20 C, and naturally continue to warm to room temperature and continue to react for 5 h, the reaction solution remains reddish brown. The temperature was lowered to -80 C, and 50 g (266 mmol) of triisopropyl borate was added, and the temperature was raised naturally, and the reaction was continued overnight (18 h). Water was added to the reaction mixture, and the organic layer was concentrated to give a white powder, which was washed with petroleum ether to afford M1 intermediate.In the reaction flask, intermediate M1 4.16 g (10 mmol) was added.4-bisbenzidine-4-phenylboronic acid 4.4g (11mmol),Tetrakis(triphenylphosphinepalladium) 0.2 g (0.5%), toluene 150 mL, ethanol 100 mL, potassium carbonate 10 g (30 mmol), water 100 mL, and reacted at 80 C for 3.5 h. After the reaction is completed, the reaction is stopped. After cooling to room temperature, filtration, the obtained solid was purified by recrystallization from toluene to give Compound A1.

Reference： [1]Patent: CN110016012,2019,A .Location in patent: Paragraph 0043-0044; 0046-0050

86
[ 943836-24-6 ]
C₂₈H₁₉Br [ No CAS ]
C₅₈H₄₁N [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
85%	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In tetrahydrofuran; water; for 3h;Inert atmosphere; Heating;	Compound A (5.50 g, 12.67 mmol) in a 500 mL round bottom flask under nitrogen atmosphere,And completely dissolving compound a1 (6.15 g, 13.94 mmol) in 240 mL of tetrahydrofuran and then adding 2M aqueous potassium carbonate solution (120 mL),Tetrakis- (triphenylphosphine) palladium (0.44 g, 0.38 mmol) was added thereto, followed by heating and stirring for 3 hours.The temperature was lowered to room temperature, the water layer was removed, dried over anhydrous magnesium sulfate, concentrated under reduced pressure, and recrystallized with 240 mL of ethyl acetate to obtain compound 1 (8.13 g, 85%).

Reference： [1]Patent: KR2019/98438,2019,A .Location in patent: Paragraph 0112-0115

87
[ 943836-24-6 ]
[ 79759-59-4 ]
C₄₉H₃₅N₃O [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
11.2 g	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In 5,5-dimethyl-1,3-cyclohexadiene; water; at 84 - 86℃; for 6h;Inert atmosphere;	In a 500 mL three-necked flask, under a nitrogen atmosphere,9.6 g (0.03 mol) of intermediate 214.6 g (0.033 mol) <strong>[943836-24-6](4-(bis([1,1'-biphenyl]-4-yl)amino)phenyl)boronic acid</strong>, 0.35 g (0.3 mmol) Pd(PPh3)4, 8.3 g ( 0.06mol) potassium carbonate,100g of water and 150g of toluene are added,The mixed solution of the above reactants is heated to reflux at a temperature of 84 to 86 C for 6.0 hrs;After the reaction is completed, the temperature is lowered at 20 to 25 C, suction filtration, and the filter cake is washed with 100 g of warm water.100 g of ethanol was beaten under reflux, suction filtered, and dried under reduced pressure (300 Pa, 70 C).The crude product of 13.3 g of C38 was obtained in a yield of 65.03%.Further crude product is sublimed and purified at 320 C in a chemical vapor deposition system.11.2 g of an off-white solid powder were obtained.

Reference： [1]Patent: CN110003116,2019,A .Location in patent: Paragraph 0080; 0088-0089

88
[ 499128-71-1 ]
[ 73183-34-3 ]
[ 943836-24-6 ]

Yield	Reaction Conditions	Operation in experiment
87.5%	With [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); potassium acetate; In toluene; at 120℃; for 16h;Inert atmosphere;	In a nitrogen atmosphere, weigh 0.02mol of intermediate IV-1,0.04mol of bis (pinacol) diboron, 0.0002mol of Pd (dppf) Cl2, 0.04mol of potassium acetate in 100mL of toluene,Heated to 120 C and reacted for 16 hours,Sampling point plate, the reaction is complete, naturally cooling and filtering, the filtrate is steamed,The crude product was obtained and passed through a neutral silica gel column to obtain reactant III-1 with a purity of 95.25%.Yield 87.5%,

Reference： [1]Patent: CN110734381,2020,A .Location in patent: Paragraph 0101-0107

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CAS No. :	943836-24-6	MDL No. :	MFCD22581306
Formula :	C₃₀H₂₄BNO₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	BEBLXYZXQGRFKD-UHFFFAOYSA-N
M.W :	441.33	Pubchem ID :	57746383
Synonyms :

Signal Word:	Warning	Class:
Precautionary Statements:	P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501	UN#:
Hazard Statements:	H302-H315-H319-H335	Packing Group:
GHS Pictogram:

Precautionary Statements-General
Code	Phrase
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P220	Keep/Store away from clothing/combustible materials.
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P320
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P321
P322
P330	Rinse mouth.
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P337	If eye irritation persists:
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P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
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P413
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P422
P402 + P404	Store in a dry place. Store in a closed container.
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P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
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H222	Extremely flammable aerosol
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H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
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H280	Contains gas under pressure; may explode if heated
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H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
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H310	Fatal in contact with skin
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H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
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H340	May cause genetic defects
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H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
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H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 943836-24-6 ] {[proInfo.proName]}

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[ 943836-24-6 ] Synthesis Path-Downstream 1~88

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[ 943836-24-6 ]

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[ CAS No. 943836-24-6 ] {[proInfo.proName]}

Quality Control of [ 943836-24-6 ]

Related Doc. of [ 943836-24-6 ]

Product Details of [ 943836-24-6 ]

Safety of [ 943836-24-6 ]

Application In Synthesis of [ 943836-24-6 ]

[ 943836-24-6 ] Synthesis Path-Downstream 1~88

Related Functional Groups of [ 943836-24-6 ]

Organoboron

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 943836-24-6 ]