2-Acetamidophenylboronic acid

Base Information

• Chemical Name: 2-Acetamidophenylboronic acid
• CAS No.: 169760-16-1
• Molecular Formula: C8H10BNO3
• Molecular Weight: 178.983
• Hs Code.: 29319090
• European Community (EC) Number: 674-100-3
• DSSTox Substance ID: DTXSID50372244
• Wikidata: Q72434124
• Mol file: 169760-16-1.mol

Synonyms:169760-16-1;(2-acetamidophenyl)boronic acid;2-Acetamidophenylboronic acid;2-Acetylaminophenylboronic acid;2-Acetamidobenzeneboronic acid;2-ethanamidophenylboronic acid;Boronic acid, B-[2-(acetylamino)phenyl]-;SCHEMBL521100;(2-acetamidophenyl)boronicacid;2-acetylaminophenyl boronic acid;o-N-acetylaminophenylboronic acid;2-(acetylamino)phenylboronic acid;DTXSID50372244;UMOPBIVXPOETPG-UHFFFAOYSA-N;[2-(acetylamino)phenyl]boronic acid;MFCD02179474;STK503712;AKOS006221651;2-Acetamidophenylboronic acid, >=95%;AB11213;PS-9469;NCGC00249514-01;BB 0260383;FT-0643625;EN300-212498;F76869;A811139

Chemical Property of 2-Acetamidophenylboronic acid

Chemical Property:

• Melting Point: 300 °C
• Refractive Index: 1.553
• PKA: 8.46±0.53(Predicted)
• PSA: 69.56000
• Density: 1.23g/cm³
• LogP: -0.60220
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 179.0753733
• Heavy Atom Count: 13
• Complexity: 186

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Acetylaminophenylboronicacid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=CC=C1NC(=O)C)(O)O
• Uses: Reactant for preparation of:Highly substituted acenes via rhodium-catalyzed oxidative coupling with alkynesAnticancer pyrimidines with multiple-kinase inhibitory effect3,4-ring fused 7-azaindoles and deazapurines as potent JAK2 inhibitorsPolycyclic azaindoles as JAK2 inhibitorsROS1 receptor tyrosine kinase inhibitors2-aminopyrazolopyridines as Polo-like kinase 1 inhibitors

Technology Process of 2-Acetamidophenylboronic acid

There total 2 articles about 2-Acetamidophenylboronic 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: 39.0%

2-aminophenylboronic acid (5570-18-3) + acetyl chloride (75-36-5) → 2-acetamidophenylboronic acid (169760-16-1)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 2h;

Reference yield:

phenylboronic acid (98-80-6) → 2-acetamidophenylboronic acid (169760-16-1)

Guidance literature:

With nitric acid; In water; acetic anhydride;

Reference yield: 80.0%

2-acetamidophenylboronic acid (169760-16-1) + 1-bromo-9H-carbazole (16807-11-7) → 2-(9H-carbazol-1-yl)aniline

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,2-dimethoxyethane; ethanol; at 90 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.bmc.2018.03.020

upstream raw materials:

2-aminophenylboronic acid

acetyl chloride

phenylboronic acid

Downstream raw materials:

N-[2-(9-oxo-9H-xanthen-3-yl)-phenyl]-acetamide

1-(2'-acetylaminobiphenyl-4-ylmethyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

C₂₉H₂₆ClN₅O

N-(2-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)phenyl)acetamide

Refernces

• 1、 -. "Novel compounds and their use as positive AMPA receptor modulators". . . Retrieved 2008/06/13.