4-Chloro-2-fluoro-5-(methoxycarbonyl)phenylboronic

Base Information

• Chemical Name: 4-Chloro-2-fluoro-5-(methoxycarbonyl)phenylboronic
• CAS No.: 1073339-13-5
• Molecular Formula: C₁₄H₁₇BClFO₄
• Molecular Weight: 314.549
• Hs Code.: 2934999090
• Mol file: 1073339-13-5.mol

Synonyms:4-Chloro-2-fluoro-5-(methoxycarbonyl)phenylboronic;4-Chloro-2-fluoro-5-(methoxycarbonyl)phenylboronic acid, pinacol ester;Methyl 2-chloro-4-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

Chemical Property of 4-Chloro-2-fluoro-5-(methoxycarbonyl)phenylboronic

Chemical Property:

• PSA: 44.76000
• LogP: 2.56490
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

4-Chloro-2-fluoro-5-(methoxycarbonyl)phenylboronicAcidPinacolEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Chloro-2-fluoro-5-(methoxycarbonyl)phenylboronic acid, pinacol ester

Technology Process of 4-Chloro-2-fluoro-5-(methoxycarbonyl)phenylboronic

There total 1 articles about 4-Chloro-2-fluoro-5-(methoxycarbonyl)phenylboronic 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 2-chloro-4-fluorobenzoate (85953-29-3) + bis(pinacol)diborane (73183-34-3) → methyl 2-chloro-4-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (1073339-13-5)

Guidance literature:

With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine; In tetrahydrofuran; at 80 ℃; for 18h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.8b00280

Reference yield:

methyl 2-chloro-4-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (1073339-13-5) → 5-(2-chloro-4-fluoro-5-(pyridin-2-yl)benzamido)-1-phenyl-1H-pyrazole-3-carboxylic acid

Guidance literature:

Multi-step reaction with 4 steps

1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; tetrahydrofuran / 1.5 h / Reflux

2: sodium hydroxide; water / methanol / 2 h / 40 °C

3: N-ethyl-N,N-diisopropylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / ethyl acetate / 3 h / Reflux; Inert atmosphere

4: sodium hydroxide; water / methanol; ethanol / 3 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; potassium carbonate; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; methanol; ethanol; water; ethyl acetate;

Reference yield:

methyl 2-chloro-4-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (1073339-13-5) → ethyl 5-(2-chloro-4-fluoro-5-(pyridin-2-yl)benzamido)-1-phenyl-1H-pyrazole-3-carboxylate

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; tetrahydrofuran / 1.5 h / Reflux

2: sodium hydroxide; water / methanol / 2 h / 40 °C

3: N-ethyl-N,N-diisopropylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / ethyl acetate / 3 h / Reflux; Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; potassium carbonate; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; methanol; water; ethyl acetate;

upstream raw materials:

methyl 2-chloro-4-fluorobenzoate

bis(pinacol)diborane

Refernces