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

HRID 2053242Notes

Reaction equation

HRID 2053242 reaction equation
[Cl:1][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:5]=[C:6]([Cl:8])[CH:7]=[C:2]([Cl:1])[CH:3]=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 596548573-(3-{[5-(3,5-Dichloro-phenyl)-furan-2-carbonyl]-amino}-phenyl)-propionic acid ethyl ester

Procedure

Carboxylic acid (67)(67 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-c34c7d91cd6d4a81b92e5a3dd8790b63
Source dataset
uspto-grants-2008_02
Patent number
US07326732B2

Reaction notes

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