2-Fluoro-5-(methoxycarbonyl)phenylboronic acid

Base Information

• Chemical Name: 2-Fluoro-5-(methoxycarbonyl)phenylboronic acid
• CAS No.: 850568-04-6
• Molecular Formula: C8H8BFO4
• Molecular Weight: 197.959
• Hs Code.: 2931900090
• Mol file: 850568-04-6.mol

Synonyms:2-Fluoro-5-(methoxycarbonyl)benzeneboronic acid;(2-Fluoro-5-methoxycarbonylphenyl)boronic acid;

Chemical Property of 2-Fluoro-5-(methoxycarbonyl)phenylboronic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 210-212 °C
• Refractive Index: 1.514
• Boiling Point: 360.993 °C at 760 mmHg
• PKA: 7.53±0.58(Predicted)
• Flash Point: 172.123 °C
• PSA: 66.76000
• Density: 1.339 g/cm³
• LogP: -0.70790
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

2-Fluoro-5-methoxycarbonylphenylboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Uses: suzuki reaction 2-Fluoro-5-methoxycarbonylphenylboronic acid

Technology Process of 2-Fluoro-5-(methoxycarbonyl)phenylboronic acid

There total 2 articles about 2-Fluoro-5-(methoxycarbonyl)phenylboronic acid 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-flurobenzoate (403-33-8) → (2-fluoro-5-(methoxycarbonyl)-phenyl)boronic acid (850568-04-6) + 4-Fluoro-3-hydroxy-benzoic acid methyl ester (214822-96-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,2,3-trimethoxybenzene; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 3,4,7,8-Tetramethyl-o-phenanthrolin / 2-methyltetrahydrofuran / 16 h / 80 °C / Inert atmosphere

2: 2-methyltetrahydrofuran; N,N-dimethyl acetamide; butan-1-ol / 0.33 h / 120 °C

With 1,2,3-trimethoxybenzene; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 3,4,7,8-Tetramethyl-o-phenanthrolin; In 2-methyltetrahydrofuran; N,N-dimethyl acetamide; butan-1-ol;

DOI:10.1021/jacs.1c00523

Reference yield:

methyl 4-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (757982-31-3) → (2-fluoro-5-(methoxycarbonyl)-phenyl)boronic acid (850568-04-6) + methyl 4-flurobenzoate (403-33-8) + 4-Fluoro-3-hydroxy-benzoic acid methyl ester (214822-96-5)

Guidance literature:

In 2-methyltetrahydrofuran; N,N-dimethyl acetamide; butan-1-ol; at 120 ℃; for 0.333333h;

DOI:10.1021/jacs.1c00523

Reference yield: 68.0%

2,5-dibromo-3-nitro-pyridine (15862-37-0) + (2-fluoro-5-(methoxycarbonyl)-phenyl)boronic acid (850568-04-6) → methyl 4-(5-bromo-3-nitropyridin-2-yl)-3-fluorobenzoate

Guidance literature:

With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; water; at 70 ℃; for 2h; Inert atmosphere;

upstream raw materials:

methyl 4-flurobenzoate

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

Downstream raw materials:

methyl 3-(5-((5-chloro-2-oxoindolin-3-ylidene)methyl)furan-2-yl)-4-fluorobenzoate

C₂₀H₂₁F₃N₂O₃S

methyl 3-{1-[(2,2-difluorocyclopropyl)methyl]-3-methyl-2,2-dioxido-1,3-dihydro-2,1,3-benzothiadiazol-5-yl}-4-fluorobenzoate

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