4-Carboxy-2-chlorophenylboronic acid

Base Information

• Chemical Name: 4-Carboxy-2-chlorophenylboronic acid
• CAS No.: 851335-09-6
• Molecular Formula: C7H6 B Cl O4
• Molecular Weight: 200.386
• Hs Code.: 2931900090
• European Community (EC) Number: 834-904-9
• DSSTox Substance ID: DTXSID10590366
• Wikidata: Q82484077
• Mol file: 851335-09-6.mol

Synonyms:AB-0024;AB0024;GS-6624;simtuzumab

Chemical Property of 4-Carboxy-2-chlorophenylboronic acid

Chemical Property:

• Vapor Pressure: 3.79E-08mmHg at 25°C
• Melting Point: 208-210 ºC
• Boiling Point: 429.7 ºC at 760 mmHg
• PKA: 3.71±0.10(Predicted)
• Flash Point: 213.7 ºC
• PSA: 77.76000
• Density: 1.55 g/cm³
• LogP: -0.28200
• Storage Temp.: Keep Cold
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 200.0047665
• Heavy Atom Count: 13
• Complexity: 199

Purity/Quality:

99% ^*data from raw suppliers

4-Carboxy-2-chlorophenylboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(C=C(C=C1)C(=O)O)Cl)(O)O
• Recent ClinicalTrials: A Study to Evaluate the Safety and Efficacy of GS-6624 (Formerly AB0024) in Patients With Idiopathic Pulmonary Fibrosis
• Recent EU Clinical Trials: A Phase 2b, Dose-Ranging, Randomized, Double-Blind, Placebo-Controlled Trial Evaluating the Safety and Efficacy of GS-6624, a Monoclonal Antibody Against Lysyl Oxidase-Like 2 (LOXL2), in Subjects with Advanced Liver Fibrosis but not Cirrhosis Secondary to Non-Alcoholic Steatohepatitis (NASH)
• Uses: suzuki reaction Reactant in the synthesis and characterization1, 3, 4-oxadiazole.

Technology Process of 4-Carboxy-2-chlorophenylboronic acid

There total 1 articles about 4-Carboxy-2-chlorophenylboronic 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:

→ 2-chloro-4-carboxybenzeneboronic acid (851335-09-6)

Guidance literature:

Reference yield: 78.0%

2-chloro-4-carboxybenzeneboronic acid (851335-09-6) + 6-bromo-3-[1-(5-ethylpyrimidin-2-yl)piperidin-4-yl]-3H-[1,2,3]triazolo[4,5-c]pyridine → 3-chloro-4-{3-[1-(5-ethylpyrimidin-2-yl)piperidin-4-yl]-3H-[1,2,3]triazolo[4,5-c]pyridin-6-yl}benzoic acid

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In ethanol; for 5h; Heating;

DOI:10.1016/j.bmc.2017.06.014

Reference yield: 70.76%

2,4-dibromothiophene (3140-92-9) + 2-chloro-4-carboxybenzeneboronic acid (851335-09-6) → 4-(4-bromothiophen-2-yl)-3-chlorobenzoic acid

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In water; N,N-dimethyl-formamide; at 100 ℃; for 16h; Inert atmosphere; Sealed tube;

Downstream raw materials:

2-chloro-4'-[2-(2,6-dichlorophenyl)-5-(1-hydroxy-1-methylethyl)-2H-pyrazol-3-ylmethoxy]biphenyl-4-carboxylic acid

2-chloro-4'-[2-(2,6-dichlorophenyl)-5-isopropyl-2H-pyrazol-3-ylmethoxy]biphenyl-4-carboxylic acid

4-{2-amino-6-[5-{[(2,4-difluorophenyl)sulfonyl]amino}-6-(methyloxy)-3-pyridinyl]-3-quinolinyl}-3-chlorobenzoic acid

3-chloro-4-(6-methoxyquinolin-2-yl)benzoic acid

Refernces