3-bromo-N-(4-fluorophenyl)propanamide

Base Information

• Chemical Name: 3-bromo-N-(4-fluorophenyl)propanamide
• CAS No.: 135154-75-5
• Molecular Formula: C9H9BrFNO
• Molecular Weight: 246.079
• DSSTox Substance ID: DTXSID00567946
• Wikidata: Q82454007
• Mol file: 135154-75-5.mol

Synonyms:3-bromo-N-(4-fluorophenyl)propanamide;135154-75-5;SCHEMBL9386081;DTXSID00567946;QHRZLTPFIFOPFT-UHFFFAOYSA-N;AKOS022061306

Chemical Property of 3-bromo-N-(4-fluorophenyl)propanamide

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 244.98515
• Heavy Atom Count: 13
• Complexity: 169

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1NC(=O)CCBr)F

Technology Process of 3-bromo-N-(4-fluorophenyl)propanamide

There total 2 articles about 3-bromo-N-(4-fluorophenyl)propanamide 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: 91.0%

Methyl 3-bromopropionate (3395-91-3) + 4-fluoroaniline (371-40-4) → 3-bromo-N-(4-fluorophenyl)propionamide (135154-75-5)

Guidance literature:

4-fluoroaniline; With trimethylaluminum; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 0.333333h;

Methyl 3-bromopropionate; In tetrahydrofuran; hexane; for 2h;

With hydrogenchloride; water; In tetrahydrofuran; hexane; at 0 ℃;

Reference yield: 79.0%

3-Bromopropionyl chloride (15486-96-1) + 4-fluoroaniline (371-40-4) → 3-bromo-N-(4-fluorophenyl)propionamide (135154-75-5)

Guidance literature:

With triethylamine; In benzene; for 4h;

DOI:10.3987/com-97-7736

Reference yield: 93.45%

1,2,3,4,6,7,12,12a-octahydropyrazino<2',1':6,1>pyrido<3,4-b>indole (55344-28-0) + 3-bromo-N-(4-fluorophenyl)propionamide (135154-75-5) → N-(4-fluoro-phenyl)-3-(3,4,6,7,12,12a-hexahydro-1H-pyrazino[1',2':1,6]pyrido[3,4-b]indol-2-yl)-propionamide

Guidance literature:

With sodium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 36h;

DOI:10.1016/j.bmc.2006.09.018

upstream raw materials:

3-Bromopropionyl chloride

4-fluoroaniline

Methyl 3-bromopropionate

Downstream raw materials:

1-(4-fluorophenyl)azetidin-2-one

1-Benzyl-4-[2-(4-fluorophenylaminocarbonyl)ethyl] piperazine

[2-(4-fluorophenylaminocarbonyl)ethyl]piperazine

6-fluoro-2,3-dihydroquinolin-4(1H)-one