(5-aMino-2-chlorophenyl)boronic acid

Base Information

• Chemical Name: (5-aMino-2-chlorophenyl)boronic acid
• CAS No.: 958646-69-0
• Molecular Formula: C6H7BClNO2
• Molecular Weight: 171.391
• Mol file: 958646-69-0.mol

Synonyms:(5-aMino-2-chlorophenyl)boronic acid

Chemical Property of (5-aMino-2-chlorophenyl)boronic acid

Chemical Property:

• PSA: 66.48000
• LogP: 0.18320
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

95%-98% ^*data from raw suppliers

5-Amino-2-chlorophenylboronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-Amino-2-chlorophenylboronic Acid Hydrochloride is used as a reagent in the preparation of benzothiazoles, pyridopyrimidines and related compds. as KRAS G12C inhibitors.

Technology Process of (5-aMino-2-chlorophenyl)boronic acid

There total 4 articles about (5-aMino-2-chlorophenyl)boronic 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: 90.0%

(2-chloro-5-nitrophenyl)boronic acid (867333-29-7) → (5-amino-2-chlorophenyl)boronic acid (958646-69-0)

Guidance literature:

(2-chloro-5-nitrophenyl)boronic acid; With iron(III) chloride; pyrographite; In methanol; at 75 ℃; for 0.333333h;

With hydrazine; In methanol; at 70 ℃; for 3h; Product distribution / selectivity;

Reference yield:

3-iodo-4-chloroaniline (573764-31-5) + bis(pinacol)diborane (73183-34-3) → (5-amino-2-chlorophenyl)boronic acid (958646-69-0)

Guidance literature:

With potassium phosphate tribasic trihydrate; potassium acetate; In N,N-dimethyl-formamide; at 120 ℃; for 2.5h;

DOI:10.1021/acschemneuro.7b00153

Reference yield:

H2NC6H3(Cl)NO2 (6283-25-6) → (5-amino-2-chlorophenyl)boronic acid (958646-69-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium nitrite; hydrogenchloride / water / 0.5 h / 0 °C

1.2: 0.5 h / 0 - 20 °C

2.1: iron; ammonium chloride / water; ethanol / 3 h / 75 °C

3.1: potassium acetate; potassium phosphate tribasic trihydrate / N,N-dimethyl-formamide / 2.5 h / 120 °C

With hydrogenchloride; potassium phosphate tribasic trihydrate; potassium acetate; iron; ammonium chloride; sodium nitrite; In ethanol; water; N,N-dimethyl-formamide;

DOI:10.1021/acschemneuro.7b00153

upstream raw materials:

(2-chloro-5-nitrophenyl)boronic acid

3-iodo-4-chloroaniline

bis(pinacol)diborane

H₂NC₆H₃(Cl)NO₂

Downstream raw materials:

4-chloro-3-(2-methylimidazo[1,2-a]pyridin-3-yl)aniline

[2-chloro-5-({[2-methyl-6-(trifluoromethyl)pyridin-3-yl]carbonyl}amino)phenyl]boronic acid

4-chloro-3-(1,5-dimethylimidazol-2-yl)aniline

(S)-2-chloro-5-(6-((1-methylpyrrolidin-2-yl)methoxy)nicotinamido)phenylboronic acid

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