2-Fluoro-4-(methoxycarbonyl)phenylboronic acid,pinacol ester

Base Information

• Chemical Name: 2-Fluoro-4-(methoxycarbonyl)phenylboronic acid,pinacol ester
• CAS No.: 603122-79-8
• Molecular Formula: C14H18BFO4
• Molecular Weight: 280.104
• Hs Code.: 2934999090
• Mol file: 603122-79-8.mol

Synonyms:2-Fluoro-4-(methoxycarbonyl)phenylboronic acid,pinacol ester;3-fluoro-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzoic acid methyl ester;AMTB516;

Chemical Property of 2-Fluoro-4-(methoxycarbonyl)phenylboronic acid,pinacol ester

Chemical Property:

• Melting Point: 56-58℃
• PSA: 44.76000
• LogP: 1.91150
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

2-Fluoro-4-(methoxycarbonyl)phenylboronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Fluoro-4-(methoxycarbonyl)phenylboronic acid, pinacol ester

Technology Process of 2-Fluoro-4-(methoxycarbonyl)phenylboronic acid,pinacol ester

There total 4 articles about 2-Fluoro-4-(methoxycarbonyl)phenylboronic acid,pinacol ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

methyl 4-bromo-3-fluorobenzoate (849758-12-9) + bis(pinacol)diborane (73183-34-3) → methyl 3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (603122-79-8)

Guidance literature:

With potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In dimethyl sulfoxide; at 80 ℃; for 3h; Inert atmosphere;

Reference yield:

methyl 3-fluoro-4-{[(trifluoromethyl)sulfonyl]oxy}benzoate (603122-83-4) + bis(pinacol)diborane (73183-34-3) → methyl 3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (603122-79-8)

Guidance literature:

With potassium acetate; 1,1'-bis(diphenylphosphino)ferrocene-palladium(ii)dichloride-chloroform adduct; In 1,4-dioxane; at 100 ℃;

DOI:10.1021/jm701324c

Reference yield:

methyl 3-fluorobenzoate (455-68-5) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → methyl 3-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (1016979-31-9) + methyl 3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (603122-79-8)

Guidance literature:

With 1,2,3-trimethoxybenzene; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 3,4,7,8-Tetramethyl-o-phenanthrolin; In 2-methyltetrahydrofuran; at 80 ℃; for 16h; Inert atmosphere;

DOI:10.1021/jacs.1c00523

upstream raw materials:

methyl 3-fluoro-4-{[(trifluoromethyl)sulfonyl]oxy}benzoate

bis(pinacol)diborane

methyl 4-bromo-3-fluorobenzoate

methyl 3-fluorobenzoate

Downstream raw materials:

[2-fluoro-4-(methoxycarbonyl)phenyl]boronic acid

2-{4-[2-cyclopentyl-1-(1H-pyrrolo[2,3-b]pyridin-2-yl)-ethyl]-3-fluoro-phenyl}-propan-2-ol

4-[2-cyclopentyl-1-(1H-pyrrolo[2,3-b]pyridin-2-yl)-ethyl]-3-fluoro-benzoic acid methyl ester

4-[2-cyclopentyl-1-(1H-pyrrolo[2,3-b]pyridin-2-yl)-vinyl]-3-fluoro-benzoic acid methyl ester