4-Bromo-2-fluoro-N-methoxy-N-methylbenzamide

Base Information

• Chemical Name: 4-Bromo-2-fluoro-N-methoxy-N-methylbenzamide
• CAS No.: 801303-33-3
• Molecular Formula: C9H9BrFNO2
• Molecular Weight: 262.078
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID10681107
• Wikidata: Q82604910
• Mol file: 801303-33-3.mol

Synonyms:4-BROMO-2-FLUORO-N-METHOXY-N-METHYLBENZAMIDE;801303-33-3;n-methoxy-n-methyl 4-bromo-2-fluorobenzamide;BENZAMIDE, 4-BROMO-2-FLUORO-N-METHOXY-N-METHYL-;SCHEMBL152537;DTXSID10681107;GDYDISRVUKFNSH-UHFFFAOYSA-N;MFCD09835098;AKOS009036831;MB07820;AS-47992;CS-0196124;N-Methoxy-N-methyl-4-bromo-2-fluorobenzamide;4-bromo-2-fluoro-N-methoxy-N-methyl-benzamide;F17491

Chemical Property of 4-Bromo-2-fluoro-N-methoxy-N-methylbenzamide

Chemical Property:

• PSA: 29.54000
• LogP: 2.22160
• Storage Temp.: Room temperature.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 260.98007
• Heavy Atom Count: 14
• Complexity: 215

Purity/Quality:

99% ^*data from raw suppliers

N-Methoxy-N-methyl4-bromo-2-fluorobenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C(=O)C1=C(C=C(C=C1)Br)F)OC

Technology Process of 4-Bromo-2-fluoro-N-methoxy-N-methylbenzamide

There total 4 articles about 4-Bromo-2-fluoro-N-methoxy-N-methylbenzamide 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: 100.0%

N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + 2-fluoro-4-bromobenzoic acid (112704-79-7) → 4-bromo-2-fluoro-N-methoxy-N-methylbenzamide (801303-33-3)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 - 40 ℃; for 47h;

Reference yield: 99.0%

N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + 4-bromo-2-fluorobenzoyl chloride (151982-51-3) → 4-bromo-2-fluoro-N-methoxy-N-methylbenzamide (801303-33-3)

Guidance literature:

N,O-dimethylhydroxylamine*hydrochloride; With triethylamine; In dichloromethane; at 0 ℃; for 0.166667h;

4-bromo-2-fluorobenzoyl chloride; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1016/j.bmcl.2017.06.032

Reference yield:

2-fluoro-4-bromobenzoic acid (112704-79-7) + N,0-dimethylhydroxylamine (1117-97-1) → 4-bromo-2-fluoro-N-methoxy-N-methylbenzamide (801303-33-3)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl acetamide; at 20 ℃; for 16h;

upstream raw materials:

N,O-dimethylhydroxylamine*hydrochloride

2-fluoro-4-bromobenzoic acid

N,0-dimethylhydroxylamine

4-bromo-2-fluorobenzoyl chloride

Downstream raw materials:

1-(4-bromo-2-fluorophenyl)propan-1-one

3-fluoro-4-(2-methylpropionyl)benzoic acid

Refernces

• 1、 Jang, Yoon Kyung,Lee, Kyu Myung,Jung, Kwan-Young,Kang, Seung Kyu,Pagire, Suvarna H.,Lee, Jun Mi,Pagire, Haushabhau S.,Kim, Kwang Rok,Bae, Myung Ae,Lee, Hohjai,Rhee, Sang Dal,Ahn, Jin Hee. "Design, synthesis, and biological evaluation of aryl N-methoxyamide derivatives as GPR119 agonists". supporting information. p. 3909 - 3914. Retrieved 2017/07/27.
• 2、 -. "ANTIDIABETIC BICYCLIC COMPOUNDS". Page/Page column 85. . Retrieved 2016/04/26.