[ CAS No. 1231892-80-0 ] {[proInfo.proName]}

Name: 1231892-80-0|2-Fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline|96%
Brand: Ambeed
SKU: A585925
Price: 6.0 USD
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Quality Control of [ 1231892-80-0 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 1231892-80-0 ]

SDS Specification

Alternatived Products of [ 1231892-80-0 ]

Product Details of [ 1231892-80-0 ]

CAS No. :	1231892-80-0	MDL No. :	MFCD18383607
Formula :	C₁₂H₁₇BFNO₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	JQYPICYMRVGSCU-UHFFFAOYSA-N
M.W :	237.08	Pubchem ID :	58164434
Synonyms :

Calculated chemistry of [ 1231892-80-0 ]

Physicochemical Properties

Num. heavy atoms :	17
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.5
Num. rotatable bonds :	1
Num. H-bond acceptors :	3.0
Num. H-bond donors :	1.0
Molar Refractivity :	67.28
TPSA :	44.48 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	Yes
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.09 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.0
Log Po/w (XLOGP3) :	2.33
Log Po/w (WLOGP) :	2.14
Log Po/w (MLOGP) :	1.54
Log Po/w (SILICOS-IT) :	1.53
Consensus Log Po/w :	1.51

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-2.97
Solubility :	0.252 mg/ml ; 0.00106 mol/l
Class :	Soluble
Log S (Ali) :	-2.9
Solubility :	0.296 mg/ml ; 0.00125 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-3.92
Solubility :	0.0282 mg/ml ; 0.000119 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	2.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.96

Safety of [ 1231892-80-0 ]

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 [ 1231892-80-0 ]

* 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 [ 1231892-80-0 ]

[ 1231892-80-0 ] Synthesis Path-Downstream 1~19

1
[ 1231892-80-0 ]
[ 1269233-23-9 ]
[ 497-19-8 ]
[ 1269233-33-1 ]

Yield	Reaction Conditions	Operation in experiment
	With nitrogen;SiO2; In 1,2-dimethoxyethane; n-heptane; ethyl acetate;	Preparation of intermediate 3-(5-(2-chloropyrimidin-4-yl)-2-cyclopropyl-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazol-4-yl)-2-fluoroaniline (1-1i) To a microwave vial with stir bar was added 4-(4-bromo-2-cyclopropyl-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazol-5-yl)-2-chloropyrimidine (I-1a, step 5, 0.55 g, 1.3 mmol), <strong>[1231892-80-0]2-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline</strong> (0.61 g, 2.6 mmol), 2.0 M aqueous sodium carbonate solution (3.2 mL, 6.4 mmol) and DME (6.4 mL). The resulting mixture was sparged with nitrogen followed by the addition of PdCl2(dppf)·DCM adduct (0.052 g, 0.06 mmol). The reaction was sealed and irradiated in microwave reactor for 20 minutes at 120 C. The reaction mixture was diluted with a saturated aqueous NH4Cl solution and extracted with EtOAc. The organic phase was washed with water, brine, dried (Na2SO4), filtered, concentrated, and adsorbed onto silica gel. Purification by flash chromatography (SiO2, 0-100% EtOAc in heptane) yielded 3-(5-(2-chloropyrimidin-4-yl)-2-cyclopropyl-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazol-4-yl)-2-fluoroaniline (223 mg, 0.48 mmol, 38%) as a viscous yellow oil: LCMS(m/z) 460.1 (MH+), tR=0.95 minute.

Reference： [1]Patent: US2011/52578,2011,A1

2
2-(2-fluoro-3-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane [ No CAS ]
[ 1231892-80-0 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogen;palladium 10% on activated carbon; In ethyl acetate; under 760.051 Torr; for 16h;	[00202] Intermediate. 2-fluoro-3-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2- yl) aniline:[00203] A mixture of Intermediate 2-(2-fluoro-3-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (500 mg), 10% palladium on carbon (50 mg) and ethyl acetate (20 ml) was stirred under 1 atmosphere of hydrogen for 16 h. The mixture was sparged with nitrogen and filtered. The filtrate was concentrated to provide the title compound, which was used without further purification. MS m/z 237.1 (M + 1).

Reference： [1]Patent: WO2011/25927,2011,A1 .Location in patent: Page/Page column 53

3
[ 1231892-80-0 ]
[ 104-12-1 ]
[ 1400220-48-5 ]

Yield	Reaction Conditions	Operation in experiment
100%	In tetrahydrofuran; at 20.0℃; for 23h;Inert atmosphere;	Step 3: To a solution of <strong>[1231892-80-0]pinacol 3-amino-2-fluoroboronate</strong> (286 mg, 1.206 mmol) in THF (5 mL) under nitrogen atmosphere was added 4-chlorophenylisocyanate (204 mg, 1.327 mmol). The reaction mixture was stirred at room temperature for 23 h, quenched with a few drops of MeOH and concentrated in vacuo to give 471 mg of l-[2-fluoro-3- (4,4,5,5-tetramethyl-[l,3,2]dioxaborolan-2-yl)-phenyl]-3-(4-chlorophenyl)-urea as a tan solid (quant.): 1H NMR (DMSO-dtf, ppm) delta 1.33 (s, 12H), 7.17 (t, 1H), 7.26 (m, 1H), 7.36 (d, 2H), 7.51 (d, 2H), 8.24 (t, 1H), 8.52 (s, 1H), 9.26 (s, 1H); [M+H]+ m/z 391.

Reference： [1]Patent: WO2012/125981,2012,A2 .Location in patent: Page/Page column 129

4
[ 58534-95-5 ]
[ 73183-34-3 ]
[ 1231892-80-0 ]

Yield	Reaction Conditions	Operation in experiment
76%	With potassium acetate;dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; In N,N-dimethyl-formamide; at 100.0℃; for 23h;Inert atmosphere;	Step 2: A flask was charged with 3-bromo-2-fluoroaniline (3.84 g, 20.2 mmol), bis(pinacolato)diboron (6.16 g , 24.25 mmol), potassium acetate (3.96 g, 40.4 mmol), Pd(dppf)Cl2 CH2C12 (495 mg, 0.606 mmol), and DMF (40 mL) under nitrogen atmosphere. After stirring for 23 h at 100 C the reaction mixture was concentrated in vacuo, the residue was triturated with hexanes and filtered through a pad of celite. The filtrate was adsorbed on silica gel. Purification by flash silica gel chromatography using a gradient of 0-30% EtOAc/hexane afforded 3.65 g of pinacol 3-amino-2-fluoroboronate as an off white solid (76% yield): 1H NMR (CDC13, ppm) delta 1.39 (s, 12H), 3.73 (broad s, 2H), 6.91 (dt, 1H), 6.97 (t, 1H), 7.11 (m, 1H).
60.7%	With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In N,N-dimethyl-formamide; at 100.0℃; for 16h;Inert atmosphere;	[0593] To a solution of compound 138 (500 mg, 2.64 mmol), 4,4,4',4',5,5,5',5'-octamethyl- 2,2'-bi(1,3,2-dioxaborolane) (806 mg, 3.17 mmol) and KOAc (518 mg, 5.29 mmol) in DMF (10 mL) was added Pd(dppf)Cl2 (108 mg, 0.13 mmol) at room temperature under N2 atmosphere. The reaction was stirred under nitrogen protection at 100 oC for 16 hrs. Water (10 mL) was added and the mixture was extracted with ethyl acetate (20 mL x 2). The combined organic phases are washed with brine, dried over anhydrous Na2SO4, filtered and then concentrated. The residue was purified by column chromatography on silica gel (eluted with Petroleum ether: Ethyl acetate =40: 1) to give the title compound (380 mg, 60.7% yield) as white solid. LC/MS (ESI) m/z: 238 (M+H) +
803 mg	With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 90.0℃; for 15h;Inert atmosphere;	[0477] A solution of 3-bromo-2-fluoroaniline (0.5g, 2.63 mmol), 4,4,4,4,5,5,5,5?- octamethyl-2,2?-bi(1,3,2-dioxaborane) (1.67g, 6.6 mmol), and KOAc (0.77g) in dioxane (10 mL) was degassed and refilled with argon twice. To this solution was added Pd(dppf)2C12 (289 mg) under an atmosphere of argon. The solution was heated at 90C for 15 h. The reaction mixture was cooled to rt and the volatiles were removed under reduced pressure. The remaining residue was purified by column chromatography to afford S2 (803 mg).

6.9 g

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate; In N,N-dimethyl-formamide; at 100.0℃; for 7h;Inert atmosphere;

A mixture of 3-bromo-2-fluoro-phenylamine (6.52 g, 33.63 mmol), bis(pinacolato)diboron (10.45 g, 41.14 mmol), [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(ll), complex with dichloromethane (1 :1) (1.12 g, 1.37 mmol) and potassium acetate (10.1 g, 103.06 mmol) in dry DMF (65 mL) was heated at 100C under an atmosphere of nitrogen for 7 hours. The reaction was allowed to cool to room temperature, diluted with AcOEt and filtered through celite. The organic was washed with water, brine, dried over Na2SO4 and evaporated. The crude was purified by silica gel chromatography which was eluted with hexane:AcOEt = 8:2 to afford 2-fluoro-3-(4,4,5,5- tetramethyl-[1 ,3,2]dioxaborolan-2-yl)-phenylamine (6.90 g) as white solid.

Reference： [1]Patent: WO2012/125981,2012,A2 .Location in patent: Page/Page column 129
[2]Patent: WO2017/35357,2017,A1 .Location in patent: Paragraph 0461; 0593
[3]Patent: WO2017/35360,2017,A1 .Location in patent: Paragraph 0477
[4]Patent: WO2017/220477,2017,A1 .Location in patent: Page/Page column 29

5
[ 58534-94-4 ]
[ 1231892-80-0 ]

Reference： [1]Patent: WO2012/125981,2012,A2

6
[ 2924-09-6 ]
[ 1231892-80-0 ]

Reference： [1]Organic Letters,2014,vol. 16,p. 6072 - 6075

7
[ 2924-09-6 ]
[ 348-54-9 ]
[ 1231892-80-0 ]

Reference： [1]Organic Letters,2014,vol. 16,p. 6072 - 6075

8
[ 25015-63-8 ]
[ 1231892-80-0 ]

Reference： [1]Organic Letters,2014,vol. 16,p. 6072 - 6075
[2]Organic Letters,2014,vol. 16,p. 6072 - 6075

9
C₁₂H₁₆BBrFNO₂ [ No CAS ]
[ 1231892-80-0 ]

Reference： [1]Organic Letters,2014,vol. 16,p. 6072 - 6075

10
C₁₂H₁₆BBrFNO₂ [ No CAS ]
[ 348-54-9 ]
[ 1231892-80-0 ]

Reference： [1]Organic Letters,2014,vol. 16,p. 6072 - 6075

11
[ 327-52-6 ]
[ 1231892-80-0 ]
2’-chloro-2,4’,5’-trifluoro-[1,1‘-biphenyl]-3-amine hydrochloride [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
13.1 g		[0478] A solution of 2-fluoro-3 -(4,4,5, 5-tetramethyl- 1,3 ,2-dioxaborolan-2-yl)aniline (26.0 g, 110 mmol), 1-bromo-2,4,5-trifluorobenzene (12.5 g, 60 mmol), and K2C03 (38 g, 275 mmol) in co-solvent of dioxane (250 mL) and water (63 mL) was degassed and refilled with argon twice. To this solution was added Pd(dppf)2C12 (8.04g) under an atmosphere of argon. The solution was refluxed for 15 h. The reaction mixture was cooled to rt and the volatiles were removed under reduced pressure. The remaining residue was purified by column chromatography. The desired product fractions were collected and concentrated, and then the HC1 salt S3 was made by treatment with HC1/MeOH to yield 13.1 g of S3.

Reference： [1]Patent: WO2017/35360,2017,A1 .Location in patent: Paragraph 0478

12
[ 54826-14-1 ]
[ 1231892-80-0 ]
1-(3’-amino-6-chloro-2’-fluoro-[1,1‘-biphenyl]-3-yl)ethanone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
75.05%	With tetrakis(triphenylphosphine) palladium(0); sodium carbonate; In 1,4-dioxane; water; at 100.0℃; for 16h;Inert atmosphere;	[0594] To a solution of compound 137 (600 mg, 2.58 mmol), compound 139 (732 mg, 3.12 mmol) and Na2CO3 (822 mg, 7.74 mmol) in dioxane/H2O (10 mL/3 mL) at room temperature under nitrogen, was added Pd(PPh3)4 (50 mg, 0.043 mmol). The reaction was stirred under nitrogen protection at 100 oC for 16 hrs. The resulting mixture was concentrated and the residue was purified by column chromatography on silica gel (eluted with Petroleum ether: Ethyl acetate =10: 1) to give the title compound (510 mg, 75.05% yield) as white solid. LC/MS (ESI) m/z: 264 (M+H) +.

Reference： [1]Patent: WO2017/35357,2017,A1 .Location in patent: Paragraph 0461; 0594

13
[ 54826-14-1 ]
[ 1231892-80-0 ]
(1R,3S,5R)-tert-butyl 3-((5'-acetyl-2'-chloro-2-fluoro-[1,1'-biphenyl]-3-yl)carbamoyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate [ No CAS ]

Reference： [1]Patent: WO2017/35357,2017,A1

14
[ 1231892-80-0 ]
5-iodo-7-(tetrahydro-2H-pyran-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine [ No CAS ]
5-(3-amino-2-fluorophenyl)-7-(tetrahydropyran-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-ylamine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
39 mg	With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; caesium carbonate; In 1,2-dimethoxyethane; water; at 85.0℃; for 5h;Schlenk technique; Inert atmosphere;	In a Schlenk tube, to 5-iodo-7-(tetrahydro-pyran-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-ylamine (70 mg, 0.203 mmol), 2-fluoro-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenylamine (104 mg, 0.439 mmol), Cs2CO3 (250 mg, 0.767 mmol) and 1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(ll), complex with dichloromethane (1 :1) (14 mg, 0.017 mmol) were added 1 ,2-dimethoxyethane (DME) (3.6 mL) and water (0.4 mL). The reaction mixture was degassed with nitrogen, heated to 85C for 5 hours and then filtered through a celite pad. The filtrate was evaporated under reduced pressure; the crude was taken up with DCM, washed with saturated aqueous NaHC03, brine and dried over Na2SO4. The solvent was evaporated and the crude was purified by silica gel chromatography which was eluted with DCM:MeOH = 95:5. The solid obtained was triturated with Et.20 to afford the title compound (39 mg) as white solid. HPLC (254 nm): Rt: 4.30 min. HRMS (ESI) calcd for C17H18FN5O [M+H]+ 328.1568, found 328.1575. 1H NMR (401 MHz, DMSO-d6) delta ppm: 1.87 (dd, J=12.33, 2.44 Hz, 2 H) 2.02 - 2.18 (m, 2 H) 3.53 (t, J=1 1.17 Hz, 2 H) 4.00 (dd, J=11.23, 4.03 Hz, 2 H) 4.83 (tt, J=11.93, 3.94 Hz, 1 H) 5.23 (br. s., 2 H) 5.99 (br. s., 2 H) 6.41 - 6.61 (m, 1 H) 6.77 (td, J=8.24, 1.59 Hz, 1 H) 6.88 - 7.02 (m, 1 H) 7.42 (s, 1 H) 8.13 (s, 1 H).

Reference： [1]Patent: WO2017/220477,2017,A1 .Location in patent: Page/Page column 53

15
[ 799293-85-9 ]
[ 1231892-80-0 ]
3-(3-amino-2-fluorophenyl)thieno[3,2-c]pyridin-4-ylamine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		To a solution of 3-bromo-thieno[3,2-c]pyridin-4-ylamine (80 mg, 0.35 mmol) in DME (3.2 mL) and water (0.32 mL), CS2CO3 (342 mg, 1.05 mmol) and 2-fluoro-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenylamine (207 mg, 0.87 mmol) were added. The mixture was sonicated for 5 minutes before adding Pd(dppf)Cl2 (20 mg) and microwave heating at 100 C for 1.5 h. The mixture was diluted with AcOEt and washed with a saturated solution of NaHC03 and brine. The organic layer was dried with Na2SO4 and evaporated to dryness. The residue was purified by flash column chromatography over silica gel eluting with DCM-MeOH 2%. 3-(3-amino-2-fluoro-phenyl)-thieno[3,2-c]pyridin-4-ylamine was so isolated (68 mg). HPLC (254 nm): Rt: 4.55 min. HRMS (ESI) calcd for G3H11 FN3S [M+H]+ 260.0652, found 260.0654. 1H NMR (500 MHz, DMSO-d6) delta ppm 5.38 (s, 4 H) 6.52 (ddd, J=7.44, 6.37, 1.45 Hz, 1 H) 6.88 (td, J=8.27, 1.60 Hz, 1 H) 6.99 (t, J=7.70 Hz, 1 H) 7.26 (d, J=5.64 Hz, 1 H) 7.51 (s, 1 H) 7.81 (d, J=5.64 Hz, 1 H).

Reference： [1]Patent: WO2017/220477,2017,A1 .Location in patent: Page/Page column 66-67

16
[ 799293-85-9 ]
[ 1231892-80-0 ]
N-[3-(4-aminothieno[3,2-c]pyridin-3-yl)-2-fluorophenyl]-5-chloro-2-fluoro-4-methoxybenzenesulfonamide [ No CAS ]

Reference： [1]Patent: WO2017/220477,2017,A1

17
[ 1231892-80-0 ]
N-{3-[4-amino-7-(tetrahydropyran-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl]-2-fluorophenyl}-4-methoxy-3-methylbenzenesulfonamide [ No CAS ]

Reference： [1]Patent: WO2017/220477,2017,A1

18
[ 1231892-80-0 ]
[ 22952-43-8 ]
3-chloro-N-[2-fluoro-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]-4-methoxybenzenesulfonamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
250 mg	With pyridine; In dichloromethane; at 20.0℃; for 2h;	To a solution of 2-fluoro-3-(4,4,5,5-tetramethyl-[1 ,3,2]dioxaborolan-2-yl)-phenylamine (163 mg, 0.685 mmol) in DCM (10 mL) were added pyridine (0.28 mL, 3.484 mmol), 3-chloro-4-methoxy-benzenesulfonyl chloride (197 mg, 0.820 mmol) and stirred at room temperature for 2h. The reaction was diluted with DCM and washed with saturated NaHC03, brine and dried over Na2S04. The organic solvent was evaporated under vacuum and the residue was triturated with hexane to give the title compound (250 mg) as a solid. HRMS (ESI) calcd for C19H22BCIFN05S [M+Na]+ 463.0913, found 463.0897. 1H NMR (500 MHz, DMSO-d6) delta ppm: 1.20 - 1.31 (m, 12 H) 3.91 (s, 3 H) 7.13 (t, J=7.63 Hz, 1 H) 7.29 (d, J=8.85 Hz, 1 H) 7.35 - 7.42 (m, 1 H) 7.65 (dd, J=8.85, 2.29 Hz, 1 H) 7.69 (d, J=2.14 Hz, 1 H) 7.93 (t, J=7.63 Hz, 1 H) 10.09 - 10.21 (m, 1 H).

Reference： [1]Patent: WO2017/220477,2017,A1 .Location in patent: Page/Page column 32

19
[ 1231892-80-0 ]
5-[4-chloro-3-(trifluoromethyl)phenyl]-3,6-dihydro-2H-1,3,4-oxadiazin-2-one [ No CAS ]
5-[3'-amino-2'-fluoro-2-(trifluoromethyl)biphenyl-4-yl]-3,6-dihydro-2H-1,3,4-oxadiazin-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
51.0 mg	With chloro(2-dicyclohexylphosphino-2?,4?,6?-triisopropyl-1,1?-biphenyl)[2-(2?-amino-1,1?-biphenyl?)]palladium(II); potassium carbonate; XPhos; In 1,4-dioxane; water; at 80.0℃; for 2h;Inert atmosphere;	In a reaction vessel, 5-[4-chloro-3-(trifluoromethyl)phenyl]-3,6-dihydro-2H-1,3,4- oxadiazin-2-one (80.2 mg, 288 muiotaetaomicronIota, Intermediate 64), 2-fluoro-3-(4,4,5,5-tetramethyl- 1,3,2-dioxaborolan-2-yl)aniline (102 mg, 432 muiotaetaomicronIota), potassium carbonate (79.6 mg, 576 muiotaetaomicronIota) and 2-(dicyclohexylphosphino)-2',4',6'-triisopropylbiphenyl (8.23 mg, 17.3 muiotaetaomicronIota) were suspended in 740 muIota_ 1,4-dioxane and 220 muIota_ water. The mixture was degassed with nitrogen for 5 min. Then, chloro(2-dicyclohexylphosphino-2',4',6'-triisopropyl-1,1 '- biphenyl)[2-(2'-amino-1,1 '-biphenyl)]palladium(ll) (6.79 mg, 8.64 muiotaetaomicronIota) was added. Nitrogen was passed through the reaction mixture. It was stirred at 80 for 2 hours in a heating block. The mixture was diluted with water and extracted with ethyl acetate three times. The combined organic layers were dried using a water-resistant filter and the filtrate was concentrated under reduced pressure. The residue was dissolved in DMSO, filtered and purified by preparative HPLC, to give 51.0 mg (95 % purity, 48 % yield) of the title compound. LC-MS (Method 2): R, = 1.04 min; MS (ESIpos): m/z = 354 [M+H]+ 1 H-NMR (400 MHz, DMSO-d6) delta [ppm]: 2.074 (16.00), 2.323 (0.46), 2.327 (0.60), 2.331 (0.45), 2.518 (2.03), 2.522 (1.33), 2.665 (0.44), 2.669 (0.59), 2.673 (0.43), 5.253 (4.94), 5.472 (13.69), 6.369 (0.89), 6.385 (1.64), 6.401 (0.86), 6.797 (0.79), 6.801 (0.82), 6.817 (1.69), 6.821 (1.64), 6.838 (1.19), 6.842 (1.07), 6.896 (1.87), 6.916 (2.66), 6.936 (1.09), 7.493 (2.29), 7.513 (2.43), 7.992 (1.64), 7.995 (1.68), 8.016 (1.57), 8.096 (3.24), 8.099 (3.06).

Reference： [1]Patent: WO2019/25562,2019,A1 .Location in patent: Page/Page column 298

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3-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Similarity: 0.89

[ 1227210-37-8 ]

6-Fluoro-2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Similarity: 0.82

Aryls

[ 819058-34-9 ]

2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Similarity: 0.94

[ 1003575-43-6 ]

2-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Similarity: 0.94

[ 1152441-29-6 ]

4-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Similarity: 0.91

[ 819057-45-9 ]

3-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Similarity: 0.89

[ 1227210-37-8 ]

6-Fluoro-2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Similarity: 0.82

Amines

[ 819058-34-9 ]

2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Similarity: 0.94

[ 1003575-43-6 ]

2-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Similarity: 0.94

[ 1152441-29-6 ]

4-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Similarity: 0.91

[ 819057-45-9 ]

3-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Similarity: 0.89

[ 1227210-37-8 ]

6-Fluoro-2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Similarity: 0.82

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. 1231892-80-0 ] {[proInfo.proName]}

Quality Control of [ 1231892-80-0 ]

Related Doc. of [ 1231892-80-0 ]

Product Details of [ 1231892-80-0 ]

Calculated chemistry of [ 1231892-80-0 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 1231892-80-0 ]

Application In Synthesis of [ 1231892-80-0 ]

[ 1231892-80-0 ] Synthesis Path-Downstream 1~19

Related Functional Groups of [ 1231892-80-0 ]

Fluorinated Building Blocks

Organoboron

Aryls

Amines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 1231892-80-0 ]