Ethyl 3-(3-Aminophenyl)propionate → 3-(3-{[6-(4-Fluoro-phenyl)-pyridine-2-carbonyl]amino}-phenyl)-propionic acid ethyl ester

HRID 1444368Notes

Reaction equation

HRID 1444368 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[C:12]([C:14]([OH:16])=O)[CH:11]=[CH:10][CH:9]=2)=[CH:4][CH:3]=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[CH:11]=[CH:10][CH:9]=[C:8]([C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=3)[N:13]=2)=[O:16])[CH:24]=1)[CH3:18]

Participants

3

Reactant 2

HCID 82314Ethyl 3-(3-Aminophenyl)propionateHCID 210817086-(4-Fluorophenyl)picolinic acid

Product 1

HCID 596547583-(3-{[6-(4-Fluoro-phenyl)-pyridine-2-carbonyl]amino}-phenyl)-propionic acid ethyl ester

Procedure

Carboxylic acid (152) (50 mg, 0.23 mmol) was coupled to aniline (124) (45 mg, 0.23 mmol) using Method C. The residue was purified by column chromatography eluting with 30% EtOAc in heptane to give the title compound.

Workup

  1. customThe residue was purified by column chromatography
  2. washeluting with 30% EtOAc in heptane

Sources & evidence

ORD record
ord-d2389b0fc4b04fe9949d6f0c27b80c19
Source dataset
uspto-grants-2010_02
Patent number
US07662839B2

Reaction notes

Loading…