[ CAS No. 1021306-45-5 ] {[proInfo.proName]}

Name: 1021306-45-5|2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-fluoren-9-one|95%
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SKU: A334841
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Quality Control of [ 1021306-45-5 ]

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Product Details of [ 1021306-45-5 ]

CAS No. :	1021306-45-5	MDL No. :	MFCD16294551
Formula :	C₁₉H₁₉BO₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	RPEULEQBKDIQDZ-UHFFFAOYSA-N
M.W :	306.16	Pubchem ID :	57416879
Synonyms :

Safety of [ 1021306-45-5 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 1021306-45-5 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 1021306-45-5 ]

[ 1021306-45-5 ] Synthesis Path-Downstream 1~28

1
[ 738580-13-7 ]
[ 1021306-45-5 ]
[ 1021306-50-2 ]

Yield	Reaction Conditions	Operation in experiment
74%	With potassium carbonate In toluene Heating;

Reference： [1]Grisorio, Roberto; Mastrorilli, Piero; Ciccarella, Giuseppe; Suranna, Gian Paolo; Nobile, Cosimo Francesco [Tetrahedron Letters, 2008, vol. 49, # 13, p. 2078 - 2082]

2
[ 3096-56-8 ]
[ 73183-34-3 ]
[ 1021306-45-5 ]

Yield	Reaction Conditions	Operation in experiment
84.6%	With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In 1,4-dioxane for 24h; Reflux;
71%	With potassium acetate In N,N-dimethyl-formamide at 60℃; for 18h;
	With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In 1,4-dioxane at 100℃; for 24h; Inert atmosphere;	8.1 Step 2 Preparation of 4-(4,4,5,5-tetramethyl-1,3,2-dioxapentaneborane)-9-ethyl-9H-carbazole General procedure: The step 1 was obtained by weighing 4-chloro-9-ethyl-9H-carbazole (1 mmol), boronic acid pinacol ester (1.1 mmol), potassium acetate (2 mmol) and1,1'-bis(diphenylphosphino)ferrocene palladium dichloride (Pd(dppf)Cl2, 2 mmol) in a reaction flask, 5 mL of 1,4-dioxane, 100 ° C under nitrogen atmosphere After reacting for 24 hours, after the reaction was completed, water was added and ethyl acetate was extracted.The organic phase was combined, washed with brine brine, brinePurification by column chromatography gave the title compound.

	With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In 1,4-dioxane at 100℃; for 24h; Inert atmosphere;	4.1 Step 1 Preparation of 2-(4,4,5,5-tetramethyl-1,3,2-dioxapentaneborane)-9-fluorenone Take 2-bromo-9-fluorenone (1 mmol), boronic acid pinacol ester (1.1 mmol),Potassium acetate (2 mmol) and 1,1'-bis(diphenylphosphino)ferrocene palladium dichloride (Pd(dppf)Cl2, 2 mmol) were placed in a reaction flask, and 5 mL of 1,4-dioxane was added. the reaction was carried out at 100 °C for 24 h under a nitrogen atmosphere. After the reaction was completed, water was added, ethyl acetate was evaporated, and the organic phase was combined, washed with brine, and the organic phase was combined, dried, filtered, concentrated and purified by column chromatography.
	With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In 1,4-dioxane at 100℃; for 24h; Inert atmosphere;	4.1 step 1 Preparation of 2-(4,4,5,5-tetramethyl-1,3,2-dioxapentaneborane)-9-fluorenone Take 2-bromo-9-fluorenone (1mmol),bis(pinacolato)diboron(1.1mmol),Potassium acetate (2 mmol) and 1,1'-bis(diphenylphosphino)ferrocene palladium dichloride(Pd(dppf)Cl2, 2 mmol) in a reaction flask, 5 mL of 1,4-dioxane was added.The reaction was carried out at 100 ° C for 24 h under nitrogen protection. After the reaction was over, water was added.The organic phase was combined, washed with saturated brine, and the organic phases were combined and dried.Filter, concentrate and purify by column chromatography.
	With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In 1,4-dioxane at 100℃; for 24h; Inert atmosphere;	4.1 step 1 2-(4,4,5,5-tetramethyl-1,3,2-dioxapentane borane-9-fluorenone Preparation Take 2-bromo-9-fluorenone (1mmol),Boronic acid pinacol ester (1.1mmol),Potassium acetate (2mmol)And 1,1'-bis(diphenylphosphino)ferrocene palladium dichloride (Pd(dppf)Cl2, 2 mmol)In the reaction bottle,Add 5mL of 1,4-dioxane,Reacting at 100 ° C for 24 h under nitrogen protection conditions,After the reaction,Add water and extract with ethyl acetate.Combine the organic phase,Washed with saturated saline,Combine the organic phase,Dry, filter,Concentrated and purified by column chromatography.

Reference： [1]Yu, Tianzhi; Guan, Weijia; Wang, Xin; Zhao, Yuling; Yang, Qianguang; Li, Yanmei; Zhang, Hui [New Journal of Chemistry, 2018, vol. 42, # 3, p. 2094 - 2103]
[2]Grisorio, Roberto; Mastrorilli, Piero; Ciccarella, Giuseppe; Suranna, Gian Paolo; Nobile, Cosimo Francesco [Tetrahedron Letters, 2008, vol. 49, # 13, p. 2078 - 2082]
[3]Current Patent Assignee: NANJING ADVANCED BIOMATERIALS AND PROCESS EQUIPMEN - CN109180656, 2019, A Location in patent: Paragraph 0082; 0087-0089; 0103-0107
[4]Current Patent Assignee: NANJING ADVANCED BIOMATERIAL AND PROCESS EQUIPMENT - CN109200052, 2019, A Location in patent: Paragraph 0074-0078
[5]Current Patent Assignee: NANJING ADVANCED BIOMATERIAL AND PROCESS EQUIPMENT - CN109369627, 2019, A Location in patent: Paragraph 0081; 0082-0085
[6]Current Patent Assignee: NANJING ADVANCED BIOMATERIAL AND PROCESS EQUIPMENT - CN109485643, 2019, A Location in patent: Paragraph 0073; 0074; 0075; 0076; 0077

3
[ 1021306-45-5 ]
[ 1008788-37-1 ]
[ 1361061-22-4 ]

Yield	Reaction Conditions	Operation in experiment
67%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾ In toluene at 90℃; for 24h; Inert atmosphere;

Reference： [1]Ricks, Annie Butler; Brown, Kristen E.; Wenninger, Matthias; Karlen, Steven D.; Berlin, Yuri A.; Co, Dick T.; Wasielewski, Michael R. [Journal of the American Chemical Society, 2012, vol. 134, # 10, p. 4581 - 4588]

4
[ 1021306-45-5 ]
[ 885-39-2 ]
2,2′-((9H-fluoren-9-ylidene)methylene)bis(9H-fluoren-9-one) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
82.5%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate In water; toluene at 90℃; Inert atmosphere;

Reference： [1]Chen, Ze-Qiang; Chen, Tao; Liu, Jun-Xia; Zhang, Guo-Feng; Li, Chong; Gong, Wen-Liang; Xiong, Zu-Jing; Xie, Nuo-Hua; Tang, Ben Zhong; Zhu, Ming-Qiang [Macromolecules, 2015, vol. 48, # 21, p. 7823 - 7835]

5
[ 1021306-45-5 ]
[ 2592-73-6 ]
C₄₀H₂₄O₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
78.3%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate In water; toluene at 90℃; Inert atmosphere;

6
[ 1021306-45-5 ]
[ 214779-03-0 ]
C₆₈H₃₆O₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
75.8%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate In water; toluene at 90℃; Inert atmosphere;

7
[ 1021306-45-5 ]
2,2′-((9H-fluoren-9-ylidene)methylene)bis(9H-fluoren-9-one) [ No CAS ]
C₉₄H₅₀O₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate In water; toluene at 90℃; Inert atmosphere;

8
[ 1021306-45-5 ]
C₄₂H₂₄Br₄ [ No CAS ]
C₉₄H₅₂O₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
76.5%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate In water; toluene at 90℃; Inert atmosphere;

9
[ 1021306-45-5 ]
[ 57102-97-3 ]
C₂₇H₁₉NO [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
70%	With potassium fluoride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate In tetrahydrofuran; toluene at 90℃; for 0.5h; Inert atmosphere;	4 Example implementation 4, With KF and K2CO3 2mol / L mixed solution A50mL,VTHF: VTol = 1: 1 mixture of 50mL,A, B solution N2 bubbling 2h.Two flasks,Magnetic,Condenser assembly,Seal system only add sample port.A mixture of the starting 3-bromo-9-ethylcarbazole (10 g, 36.48 mmol),Fluorenone boronic acid ester, compound 4 (11.16 g, 36.48 mmol)And tetrakistriphenylphosphine palladium (0.2 g, 0.18 mol)Was added to the flask,Sealing system,And the reaction bottle wrapped with tin foil.Vacuum 2-3 times to inject organic phase B into the reaction flask.90 oil bath stirring heating reaction,30min at35 mL of aqueous solution A was added.The reaction was stirred.At the end of the reaction,50 mL of water was quenched,The organic layer was extracted using CH2Cl2,The organic phases were combined,Dried over anhydrous sodium sulfate,The solvent was removed by rotary evaporation,Column chromatography separation and purificationBrownYellow solid powderCompound 5 (9.5 g, 70%)

Reference： [1]Current Patent Assignee: NANJING UNIVERSITY OF POSTS AND TELECOMMUNICATIONS - CN105646529, 2016, A Location in patent: Paragraph 0048; 0055

10
[ 1021306-45-5 ]
[ 3096-56-8 ]
C₃₂H₁₄N₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran; water / 15 h / Inert atmosphere; Reflux 2: pyridine; titanium tetrachloride / chlorobenzene; dichloromethane / 10 h / Inert atmosphere

Reference： [1]Current Patent Assignee: LG DISPLAY CO.,LTD. - KR2016/17241, 2016, A

11
[ 1021306-45-5 ]
[ 3096-56-8 ]
[ 95868-98-7 ]

Yield	Reaction Conditions	Operation in experiment
	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate In tetrahydrofuran; water for 15h; Inert atmosphere; Reflux;	1 Synthesis of Compound A To a 250 ml round bottom flask was added 2-bromo-9H-fluoren-9-one (5.0 g, 19.3 mmol), 2- (4,4,5,5- Tetramethyl-1,3,2-dioxaborolan-2-yl) -9H-fluorene-9-one (2- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan- 2-yl) -9H-fluoren-9-one (6.5 g, 21.2 mmol) was dissolved in 150 ml of tetrahydrofuran (THF), tetrakis (triphenylphosphine) palladium (PPh3) 4) (0.45 g, 0.39 mmol) and 30 ml of a 2M potassium carbonate (K2CO3) aqueous solution were added thereto, and the mixture was refluxed under argon atmosphere for 15 hours. After completion of the reaction, the solution was distilled under reduced pressure to remove tetrahydrofuran, extracted with ethyl acetate, and then the organic material was distilled off under reduced pressure. Compound A-1 was isolated from the residue by column chromatography.

Reference： [1]Current Patent Assignee: LG DISPLAY CO.,LTD. - KR2016/17241, 2016, A Location in patent: Paragraph 0095-0097

Yield	Reaction Conditions	Operation in experiment
88%	With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate In N,N-dimethyl-formamide at 60℃; for 22h; Inert atmosphere;	21 Synthesis of compound 1 General procedure: A mixture of 2-bromofluorene (0.74 g, 3.0 mmol), bis(pinacolato)diboran (1.22g, 4.8 mmol) and KOAc (0.88 g, 9.0 mmol) in DMF (30 ml) was de-aerated with argon.After an addition of [1 ,1 '-bis(diphenylphosphine)ferrocene] dichloropalladium ( 11) complex with CH2CI2 (0.12 g, 0.15 mmol), the reaction m ixture was stirred at 60°C for 22 h. Water (30 ml) was added, the mixture was extracted with Et20 (50 ml + 20 ml), and the combined organic phases were dried with Na2S04. The productwas purified by FC (silica gel, 20% EtOAc in petroleum ether (b.p. 40-65 °C)). Yield: 0.88 g (100%).

13
[ 1021306-45-5 ]
[ 120491-89-6 ]
C₄₄H₅₇N₃O₉ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
55%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate In ethylene glycol; N,N-dimethyl-formamide at 85℃; for 6h; Inert atmosphere;	29 Synthesis of compound 23 A mixture of the compound 18 (0.17 g, 0.50 mmol), tetra( ferf-butyl) 2,2',2",2"'-[(4-bromopyridine-2,6-diyl)bis(methylenenitrilo)]tetrakis(acetate) (0.22 g, 0.33 mmol),CsC03 (0.18 g, 0.56 mmol) in dry DMF (1.4 ml) and 1 ,2-ethanediol (1.4 ml) was de- aerated with argon. After addition of tetrakis(triphenylphosphine)palladium (8mg, 6.6 μηοΙ), the mixture was stirred for 1 h at 85 °C. The mixture was dissolved in CH2CI2 (30 ml), washed with H20 (3 x 10 ml) and dried with Na2S04. Theproduct was purified by FC (silica gel, first from 40% to 50% EtOAc in petroleum ether (b.p. 40-65 °C), then 50% EtOAc in petroleum ether (b.p. 40-65 °C) including10% triethylam ine) . Yield: 80 mg (32%).

Reference： [1]Current Patent Assignee: DANAHER CORP - JP2017/520516, 2017, A Location in patent: Paragraph 0107; 0127; 0189

14
[ 1021306-45-5 ]
5''-bromo-3-octyl-2,2':5',2''-terthiophene [ No CAS ]
2-(3''-octyl-[2,2':5',2''-terthiophen]-5-yl)-9H-fluoren-9-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
65.3%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutylammomium bromide; sodium carbonate In water; toluene at 110℃; for 30h; Inert atmosphere;

Reference： [1]Yu, Tianzhi; Guan, Weijia; Wang, Xin; Zhao, Yuling; Yang, Qianguang; Li, Yanmei; Zhang, Hui [New Journal of Chemistry, 2018, vol. 42, # 3, p. 2094 - 2103]

15
[ 1021306-45-5 ]
5''-bromo-3-octyl-2,2':5',2''-terthiophene [ No CAS ]
(E)-2,2'-bis(3''-octyl-[2,2':5',2''-terthiophen]-5-yl)-9,9'-bifluorenylidene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutylammomium bromide; sodium carbonate / toluene; water / 30 h / 110 °C / Inert atmosphere 2: Lawessons reagent / toluene / Inert atmosphere; Reflux

Reference： [1]Yu, Tianzhi; Guan, Weijia; Wang, Xin; Zhao, Yuling; Yang, Qianguang; Li, Yanmei; Zhang, Hui [New Journal of Chemistry, 2018, vol. 42, # 3, p. 2094 - 2103]

16
[ 1021306-45-5 ]
5-bromo-3,3'''-dioctyl-2,2':5',2'':5'',2'''-quaterthiophene [ No CAS ]
2-(3''',3-dioctyl-[2,2':5',2'':5'',2'''-quaterthiophen]-5-yl)-9H-fluoren-9-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
60%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutylammomium bromide; sodium carbonate In water; toluene at 110℃; for 30h; Inert atmosphere;

Reference： [1]Yu, Tianzhi; Guan, Weijia; Wang, Xin; Zhao, Yuling; Yang, Qianguang; Li, Yanmei; Zhang, Hui [New Journal of Chemistry, 2018, vol. 42, # 3, p. 2094 - 2103]

17
[ 1021306-45-5 ]
[ 34598-49-7 ]
C₂₂H₁₄O₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
84%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate In water; toluene at 80℃; for 6h;	2.3 (Step 3) Synthesis of Intermediate Compound (b) Specifically, 15.3 parts of 5-bromo-1-indanone(40.0 mmol) and2- (4,4,5,5-tetramethyl-[1,3,2] dioxaborolan-2-yl) -fluoren-9-one8.4 parts (50.0 mmol) were dissolved in 400 ml of toluene, and 16.6 parts of potassium carbonate(120.0 mmol), tetrabutylammonium hydrogensulfate 1.4 parts (4.0 mmol) and water 200 ml were added.Further, 2.3 parts (2.0 mmol) of tetrakis (triphenylphosphine) palladium (0) was added and the mixture was heated and stirred at 80 ° C. for 6 hours. After the reaction solution was cooled to room temperature, the organic layer was extracted with toluene and further washed with water. After distilling off the solvent under reduced pressure, the obtained solid was washed with methanol to obtain 10.4 parts (yield: 84%) of an intermediate compound (b) as a yellow solid.

Reference： [1]Current Patent Assignee: NIPPON KAYAKU CO LTD - JP2018/131387, 2018, A Location in patent: Paragraph 0097; 0098; 0099

18
[ 1021306-45-5 ]
C₂₂H₁₂Br₂O₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: potassium carbonate; tetra(n-butyl)ammonium hydrogensulfate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; water / 6 h / 80 °C 2: bromine / chloroform / 2 h / 20 °C

Reference： [1]Current Patent Assignee: NIPPON KAYAKU CO LTD - JP2018/131387, 2018, A

19
[ 1021306-45-5 ]
C₆₆H₃₀O₆ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: potassium carbonate; tetra(n-butyl)ammonium hydrogensulfate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; water / 6 h / 80 °C 2: bromine / chloroform / 2 h / 20 °C 3: 2 h / 240 °C

Reference： [1]Current Patent Assignee: NIPPON KAYAKU CO LTD - JP2018/131387, 2018, A

20
[ 1021306-45-5 ]
C₃₂H₂₇N₅O₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; XPhos; caesium carbonate / 1,4-dioxane; water / 1.5 h / 105 °C / Microwave irradiation; Inert atmosphere 2: palladium 10% on activated carbon; hydrogen / methanol / 1 h / 760.05 Torr

Reference： [1]Current Patent Assignee: NANJING ADVANCED BIOMATERIAL AND PROCESS EQUIPMENT - CN109485643, 2019, A

21
[ 1021306-45-5 ]
C₃₅H₂₉N₅O₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; XPhos; caesium carbonate / 1,4-dioxane; water / 1.5 h / 105 °C / Microwave irradiation; Inert atmosphere 2: palladium 10% on activated carbon; hydrogen / methanol / 1 h / 760.05 Torr 3: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h

Reference： [1]Current Patent Assignee: NANJING ADVANCED BIOMATERIAL AND PROCESS EQUIPMENT - CN109485643, 2019, A

22
[ 1021306-45-5 ]
2-([4-chloro-6-(4-nitrophenyl)-1,2,3,4-tetrahydro-1,3,5-triazin-2-yl]amino}methyl)-3,4-dihydro-2H-1-benzopyran-4-one [ No CAS ]
C₃₂H₂₅N₅O₅ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; XPhos In 1,4-dioxane; water at 105℃; for 1.5h; Microwave irradiation; Inert atmosphere;	4.2 Step 2 4-(9-fluoren-2-yl)-6-(4-nitrophenyl)-N-(2-methyl-4H-chromene-4-keto group)-1,3,5-triazin-2-amine Preparation 30ml microwave reaction vial,4-Chloro-6-(4-nitrophenyl)-N-(2-methyl-4H-chromen-4-one)-1,3,5-triazin-2-amine (10 mmol) ),2-(4,4,5,5-tetramethyl-1,3,2-dioxapentaneborane)-9-fluorenone (10 mmol),[1,1'-bis(diphenylphosphino)ferrocene]palladium dichloride dichloromethane complex (0.1 mmol),X-phos (0.4mmol),Cesium carbonate (100 mmol)And 1,4-dioxane/H2O (60ml/10ml),Dissolved, argon replacement,Microwave reaction at 105 ° C for 90 min,Concentration and purification by column chromatography gave the title compound.

Reference： [1]Current Patent Assignee: NANJING ADVANCED BIOMATERIAL AND PROCESS EQUIPMENT - CN109485643, 2019, A Location in patent: Paragraph 0073; 0078; 0079; 0080; 0081

23
[ 1021306-45-5 ]
[ 2050-47-7 ]
[ 302554-81-0 ]
C₅₄H₅₆O₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
0.4 g	With tetrakis(triphenylphosphine) palladium(0); tricaprylylmethylammonium chloride; sodium carbonate; In tetrahydrofuran; water; for 30h;Inert atmosphere; Reflux;	Under an argon atmosphere, 1.5 g of a compound represented by the formula (I-1-1) in a reaction vessel,1.5 g of a compound represented by formula (I-1-2)2.5 g of a compound represented by formula (I-1-3)1.3 g sodium carbonate, 12 mL water,Tetrahydrofuran 30 mL, Aliquot 3360.3g (manufactured by Aldrich),0.1 g of tetrakis (triphenylphosphine) palladium (0) was added, and the mixture was heated to reflux for 30 hours.It was diluted with dichloromethane and separated.After washing the organic layer twice with water,Purification was performed by column chromatography (silica gel, chloroform).Preparative thin layer chromatography (silica gel, 2 mm thick,Hexane / ethyl acetate (3: 1),Column chromatography (silica gel,Purification is carried out with toluene / hexane (2: 1) and recrystallization (toluene / ethanol),0.4 g of a compound represented by the formula (I-1) was obtained.

Reference： [1]Patent: JP2019/73489,2019,A .Location in patent: Paragraph 0393; 0394

24
[ 1021306-45-5 ]
[ 1147081-45-5 ]
2-(4-(1-(4-methoxyphenyl)-1H-phenanthro[9,10-d]imidazol-2-yl)phenyl)-9H-fluoren-9-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
78%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate In tetrahydrofuran; water at 85℃; for 24h; Inert atmosphere;

Reference： [1]Kathirvelan, Devarajan; Mayakrishnan, Sivakalai; Uma Maheswari, Narayanan; Biswas, Chinmoy; Raavi, Sai Santosh Kumar; Panda, Tarun K. [New Journal of Chemistry, 2020, vol. 44, # 5, p. 1785 - 1794]

25
[ 1021306-45-5 ]
[ 1619222-82-0 ]
4-(2-(4-(9-oxo-9H-fluoren-2-yl)phenyl)-1H-phenanthro[9,10-d]-imidazol-1-yl)benzonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
62%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate In tetrahydrofuran; water at 85℃; for 24h; Inert atmosphere;

26
[ 1021306-45-5 ]
2-(6-bromonaphthalen-2-yl)-1-phenyl-1H-phenanthro[9,10-d]imidazole [ No CAS ]
2-(6-(1-phenyl-1H-phenanthro[9,10-d]imidazol-2 yl)naphthalen-2-yl)-9H-fluoren-9-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
77%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate In tetrahydrofuran; water at 85℃; for 24h; Inert atmosphere;

27
[ 1021306-45-5 ]
[ 1384124-25-7 ]
2-(4-(1-(4-butylphenyl)-1H-phenanthro[9,10-d]imidazol-2-yl)-phenyl)-9H-fluoren-9-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
85%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate In tetrahydrofuran; water at 85℃; for 24h; Inert atmosphere;

28
[ 1021306-45-5 ]
[ 1147081-43-3 ]
2-(4-(1-phenyl-1H-phenanthro[9,10-d]imidazol-2-yl)phenyl)-9H-fluoren-9-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
70%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate In tetrahydrofuran; water at 85℃; for 24h; Inert atmosphere;

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[ 1021306-45-5 ]

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Ghs Precautionary Statements

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
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.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
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

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
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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
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
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
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
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
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
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. 1021306-45-5 ] {[proInfo.proName]}

Quality Control of [ 1021306-45-5 ]

Related Doc. of [ 1021306-45-5 ]

Product Details of [ 1021306-45-5 ]

Safety of [ 1021306-45-5 ]

Application In Synthesis of [ 1021306-45-5 ]

[ 1021306-45-5 ] Synthesis Path-Downstream 1~28

Related Functional Groups of [ 1021306-45-5 ]

Organoboron

Aryls

Esters

Ketones

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 1021306-45-5 ]