[ CAS No. 1031226-45-5 ] {[proInfo.proName]}

Name: 1031226-45-5|(3-Chloro-2,6-difluorophenyl)boronic acid|98%
Brand: Ambeed
SKU: A800010
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Quality Control of [ 1031226-45-5 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 1031226-45-5 ]

Product Details of [ 1031226-45-5 ]

CAS No. :	1031226-45-5	MDL No. :	MFCD04038753
Formula :	C₆H₄BClF₂O₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	ZSMAOKOKSOKHOU-UHFFFAOYSA-N
M.W :	192.36	Pubchem ID :	3862936
Synonyms :

Safety of [ 1031226-45-5 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P233-P260-P261-P264-P270-P271-P280-P301+P312-P302+P352-P304-P304+P340-P305+P351+P338-P312-P321-P330-P332+P313-P337+P313-P340-P362-P403-P403+P233-P405-P501	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 1031226-45-5 ]

* 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.

Upstream synthesis route of [ 1031226-45-5 ]
Downstream synthetic route of [ 1031226-45-5 ]

[ 1031226-45-5 ] Synthesis Path-Upstream 1~1

1
[ 1031226-45-5 ]
[ 1435-44-5 ]

Reference： [1] Journal of Organic Chemistry, 2014, vol. 79, # 11, p. 5365 - 5368

[ 1031226-45-5 ] Synthesis Path-Downstream 1~9

1
[ 1031226-45-5 ]
[ 1435-44-5 ]

Reference： [1]Journal of Organic Chemistry,2014,vol. 79,p. 5365 - 5368

2
[ 26452-81-3 ]
[ 1031226-45-5 ]
4-(3-chloro-2,6-difluorophenyl)-6-methoxypyrimidine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
13.6%	With potassium phosphate; XPhos; In tetrahydrofuran; at 20℃; for 2h;Inert atmosphere;	A flask containing <strong>[26452-81-3]4-chloro-6-methoxypyrimidine</strong> (1.0 g, 6.92 mmol), (3-chloro-2,6-difluorophenyl)boronic acid (1.996 g, 10.38 mmol), and 2nd generation XPhos precatalyst (0.272 g, 0.346 mmol) was purged with Ar for several mm, then degassedTHF (13.84 mL) and degassed 0.5 M K3P04 (27.7 mL, 13.84 mmol) were added. The resulting cloudy, pink reaction mixture was stirred vigorously at rt. After 2 h, thereaction was diluted with water and extracted with EtOAc (2x). The organic layers were combined and washed with brine, dried over Na2SO4, filtered and concentrated to give an orange-brown residue weighing 1.5 g. Purification by normal phase chromatographygave 4-(3-chloro-2,6-difluorophenyl)-6-methoxypyrimidine (0.242 g, 13.6percent yield) as anoff-white solid. MS(ESI) m/z: 257.0 (M+H) and 259.0 (M+2+H). ?H NMR (500MHz,CD3OD) oe 8.86 (d,J=1.1 Hz, 1H), 7.68-7.63 (m, 1H), 7.17 (td,J=9.0, 1.8 Hz, 1H), 7.10- 7.08 (m, 1H), 4.07 (s, 3H). ?9F NMR (471MHz, CD3OD) oe -115.84 (d, J=4.3 Hz), -116.49 (d, J5.7 Hz).

Reference： [1]Patent: WO2015/116886,2015,A1 .Location in patent: Page/Page column 150; 151

3
[ 1031226-45-5 ]
6-(3-chloro-2,6-difluorophenyl)pyrimidin-4-ol [ No CAS ]

Reference： [1]Patent: WO2015/116886,2015,A1

4
[ 1031226-45-5 ]
(9R,13S)-13-[4-(3-chloro-2,6-difluorophenyl)-6-oxo-1,6-dihydropyrimidin-1-yl]-3,9-dimethyl-3,4,7,15-tetraazatricyclo[12.3.1.02,6]octadeca-1⁽¹⁸⁾,2⁽⁶⁾,4,14,16-pentaen-8-one trifluoroacetate [ No CAS ]

Reference： [1]Patent: WO2015/116886,2015,A1

5
[ 1031226-45-5 ]
tert-butyl 4-(2-(5-bromopyridin-2-yl)-3-phenylpropanamido)benzoate [ No CAS ]
tert-butyl 4-(2-(5-(3-chloro-2,6-difluorophenyl)pyridin-2-yl)-3-phenylpropanamido)benzoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With potassium phosphate; 1,1'-bis(di-tertbutylphosphino)ferrocene; palladium diacetate; In tetrahydrofuran; water; at 100.0℃; for 1.0h;Microwave irradiation; Sealed tube; Inert atmosphere;	EXAMPLES 3 and 4 (R)-2-(l-((4-carboxyphenyl)amino)-l-oxo-3-phenylpropan-2-yl)-5-(3-chloro-2,6- difluorophenyl)pyridine-l -oxide (Example 3) & (S)-2-(l-((4-carboxyphenyl)amino)-l-oxo-3- phenylpropan-2-yl)-5-(3-chloro-2,6-difluorophenyl)pyridine- 1 -oxide (Example 4) Step 1. tert-Butyl 4-(2-(5-(3-chloro-2,6-difluorophenyl)pyridin-2-yl)-3-phenylpropanamido) benzoate (2- A) To a mixture of tert-butyl 4-(2-(5-bromopyridin-2-yl)-3-phenylpropanamido) benzoate (1-B)(0.65 g, 1.35 mmol), <strong>[1031226-45-5](3-chloro-2,6-difluorophenyl)boronic acid</strong> (0.39 g, 2.0 mmol), palladium(II) acetate/1, -bis(di-t-butylphosphino)ferrocene/potassium phosphate admixture (0.246 g, 0.27 mmol) in THF (12 mL) was added potassium phosphate tribasic aqueous solution (2.7 mL, 5.4 mmol, 2M) in a microwave tube. The reaction tube was sealed, degassed and refilled with N2. The mixture was heated at 100C by microwave for 1 hr. The reaction mixture was diluted with water, extracted with EtOAc, and the organic was washed with brine, dried over Na2S04. The solvent was removed in vacuo. The residue was purified by column chromatography on silica gel, eluting with EtOAc/hexane to give product 2-A. 1H NMR (500 MHz, CDCls) delta: 1.59 (9H, s), 3.35 (1 H, dd), 3.61 (1 H, dd), 4.07-4.05 (1H, m), 7.08-7.04 (3H, m), 7.22-7.16 (4 H, m), 7.46 (1 H, td), 7.64 (2 H, d), 7.71 (1 H, d), 7.97 (2 H, d), 8.79 (1 H, s), 10.05 (1 H, s).

Reference： [1]Patent: WO2015/183709,2015,A1 .Location in patent: Page/Page column 35-36

6
[ 1031226-45-5 ]
methyl 2-(1-(5-bromopyridin-2-yl)-2-phenylethyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazole-5-carboxylate [ No CAS ]
methyl 2-(1-(5-(3-chloro-2,6-difluorophenyl)pyridin-2-yl)-2-phenylethyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazole-5-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With potassium phosphate; 1,1'-bis(di-tertbutylphosphino)ferrocene; palladium diacetate; In tetrahydrofuran; water; at 100.0℃; for 1.0h;Microwave irradiation; Sealed tube; Inert atmosphere;	To a mixture of methyl 2-( 1 -(5 -bromopyridin-2-yl)-2-phenylethyl)- 1 -((2-(trimethylsilyl)ethoxy)methyl)- 1 H- benzo[d]imidazole-5 -carboxylate (1-E) (86 mg, 0.152 mmol), (3-chloro-2,6- difluorophenyl)boronic acid (44 mg, 0.228 mmol), palladium(II) acetate/ l,l'-bis(di-t- butylphosphino)ferrocene/potassium phosphate admixture (28 mg, 0.03 mmol) in THF (2 ml) was added potassium phosphate tribasic aq. solution (0.3 ml, 0.6 mmol, 2M) in a microwave tube. The reaction tube was sealed, degassed and refilled with N2. The mixture was heated at 100C by microwave for 1 hr. The reaction mixture was diluted with water, extracted with EtOAc, the organic was washed with brine, and dried over Na2S04. The solvent was removed in vacuo. The residue was purified by column chromatography on silica gel, eluting with EtOAc/hexane to give the product (1-F). 1H NMR (500 MHz, CDC13) delta: -0.12 (9H, d), 0.77-0.67 (2H, m), 0.91-0.87 (1 H, m), 3.22-3.17 (1H, m), 3.31-3.23 (2H, m), 3.67-3.63 (1 H, m), 3.96 (3H, s), 4.99 (1H, b), 5.37 (1H, b), 5.56 (1H, b), 7.00 (1H, dd), 7.22-7.17 (6H, m), 7.44-7.39 (2H, m), 7.75 (1H, s), 8.03 (1H, t,) 8.15 (1 H, s), 8.61 (1H, s).

Reference： [1]Patent: WO2016/18701,2016,A1 .Location in patent: Page/Page column 28; 29; 30

7
[ 1031226-45-5 ]
[ 347-46-6 ]
C₁₆H₁₆ClF₂N [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2017,vol. 139,p. 12418 - 12421

8
[ 1031226-45-5 ]
[ 460-00-4 ]
3-chloro-2,6,4'-trifluorobiphenyl [ No CAS ]

Reference： [1]ACS Catalysis,2018,vol. 8,p. 2989 - 2994

9
[ 10075-50-0 ]
[ 1031226-45-5 ]
C₁₄H₈ClF₂N [ No CAS ]

Reference： [1]ACS Catalysis,2018,vol. 8,p. 2989 - 2994

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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. 1031226-45-5 ] {[proInfo.proName]}

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Application In Synthesis of [ 1031226-45-5 ]

[ 1031226-45-5 ] Synthesis Path-Upstream 1~1

[ 1031226-45-5 ] Synthesis Path-Downstream 1~9

Related Functional Groups of [ 1031226-45-5 ]

Fluorinated Building Blocks

Organoboron

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Chlorides

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[ 1031226-45-5 ]