Ethyl 3-(3-Aminophenyl)propionate → 3-(3-{[5-(3-Chloro-phenyl)-furan-2-carbonyl]-amino}-phenyl)-propionic acid ethyl ester

HRID 1444337Notes

Reaction equation

HRID 1444337 reaction equation
Cl[C:2]1[CH:3]=[C:4]([C:9]2[O:13][C:12]([C:14]([OH:16])=O)=[CH:11][CH:10]=2)[CH:5]=[C:6]([Cl:8])[CH:7]=1.[CH2:17]([O:19][C:20](=[O:30])[CH2:21][CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([NH2:29])[CH:24]=1)[CH3:18]>>[CH2:17]([O:19][C:20](=[O:30])[CH2:21][CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([NH:29][C:14]([C:12]2[O:13][C:9]([C:4]3[CH:3]=[CH:2][CH:7]=[C:6]([Cl:8])[CH:5]=3)=[CH:10][CH:11]=2)=[O:16])[CH:24]=1)[CH3:18]

Participants

3

Reactant 2

HCID 82314Ethyl 3-(3-Aminophenyl)propionateHCID 40663695-(3,5-Dichlorophenyl)furan-2-carboxylic acid

Product 1

HCID 596547793-(3-{[5-(3-Chloro-phenyl)-furan-2-carbonyl]-amino}-phenyl)-propionic acid ethyl ester

Procedure

Carboxylic acid (67) (58 mg, 0.26 mmol) was coupled to aniline (124) (50 mg, 0.26 mmol) using Method C. The residue was purified by column chromatography eluting with 10% EtOAc in heptane to give the title compound.

Workup

  1. customThe residue was purified by column chromatography
  2. washeluting with 10% EtOAc in heptane

Sources & evidence

ORD record
ord-55bc9c6472464cc38e6a09a0646cc7a0
Source dataset
uspto-grants-2010_02
Patent number
US07662839B2

Reaction notes

Loading…