5-Chloro-2-(pivaloylamino)phenylboronic acid

Base Information

• Chemical Name: 5-Chloro-2-(pivaloylamino)phenylboronic acid
• CAS No.: 185950-64-5
• Molecular Formula: C11H15BClNO3
• Molecular Weight: 255.509
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID40458046
• Nikkaji Number: J1.557.079B
• Wikidata: Q82281173
• Mol file: 185950-64-5.mol

Synonyms:185950-64-5;5-Chloro-2-(pivaloylamino)phenylboronic acid;(5-Chloro-2-pivalamidophenyl)boronic acid;[5-chloro-2-(2,2-dimethylpropanoylamino)phenyl]boronic Acid;MFCD01114875;SCHEMBL383653;DTXSID40458046;AKOS016016077;(5-Chloro-2-pivalamidophenyl)boronicacid;CS-0190049;D71362;N-[2-(Dihydroxyboryl)-4-chlorophenyl]pivalamide;[5-Chloro-2-(2,2-dimethylpropanamido)phenyl]boronic acid

Chemical Property of 5-Chloro-2-(pivaloylamino)phenylboronic acid

Chemical Property:

• PSA: 73.05000
• LogP: 1.65390
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 255.0833512
• Heavy Atom Count: 17
• Complexity: 280

Purity/Quality:

98.5% ^*data from raw suppliers

(5-Chloro-2-pivalamidophenyl)boronicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(C=CC(=C1)Cl)NC(=O)C(C)(C)C)(O)O

Technology Process of 5-Chloro-2-(pivaloylamino)phenylboronic acid

There total 1 articles about 5-Chloro-2-(pivaloylamino)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:

Trimethyl borate (121-43-7,63156-11-6) + N-(4-chlorophenyl)-2,2-dimethylpropionamide (65854-91-3) → 5-chloro-2-(pivaloylamino)benzeneboronic acid (185950-64-5)

Guidance literature:

N-(4-chlorophenyl)-2,2-dimethylpropionamide; With n-butyllithium; In tetrahydrofuran; hexanes; at 0 ℃;

Trimethyl borate; In tetrahydrofuran; hexanes; at -78 - 20 ℃;

With hydrogenchloride; water;

Reference yield: 84.0%

1,3-Dimethyl-6-chlorouracil (6972-27-6) + 5-chloro-2-(pivaloylamino)benzeneboronic acid (185950-64-5) → N-[4-chloro-2-(1,3-dimethyl-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)phenyl]pivalamide (518050-99-2)

Guidance literature:

1,3-Dimethyl-6-chlorouracil; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; at 20 ℃; for 0.333333h;

5-chloro-2-(pivaloylamino)benzeneboronic acid; With sodium carbonate; In 1,2-dimethoxyethane; for 8h; Heating;

DOI:10.1016/S0040-4020(02)01400-X

Reference yield: 79.0%

5-iodo-2-methylpyridazin-3(2H)-one (153239-91-9) + 5-chloro-2-(pivaloylamino)benzeneboronic acid (185950-64-5) → 2-[(2H)-2-methyl-3-oxo-5-pyridazinyl]-4-chloro-N-pivaloylanilide (359844-90-9)

Guidance literature:

5-iodo-2-methylpyridazin-3(2H)-one; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; at 20 ℃; for 0.5h;

5-chloro-2-(pivaloylamino)benzeneboronic acid; With sodium carbonate; In 1,2-dimethoxyethane; for 8h; Heating;

upstream raw materials:

Trimethyl borate

N-(4-chlorophenyl)-2,2-dimethylpropionamide

Downstream raw materials:

2-[(2H)-2-methyl-3-oxo-5-pyridazinyl]-4-chloro-N-pivaloylanilide

N-[4-chloro-2-(1,3-dimethyl-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)phenyl]pivalamide

4-(5-chloro-2-pivaloylaminophenyl)-2-methyl-6-nitropyridazin-3(2H)-one

6-(2-amino-5-chlorophenyl)-1,3-dimethyluracil