5-(4-Fluorophenyl)furan-2-carboxylic acid → (3-{[5-(4-Fluoro-phenyl)-furan-2-carbonyl]-amino}-phenyl)-acetic acid ethyl ester

HRID 1444234Notes

Reaction equation

HRID 1444234 reaction equation
[CH2:1]([O:3][C:4](=[O:13])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([NH2:12])[CH:7]=1)[CH3:2].[F:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]2[O:25][C:24]([C:26](O)=[O:27])=[CH:23][CH:22]=2)=[CH:17][CH:16]=1>>[CH2:1]([O:3][C:4](=[O:13])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([NH:12][C:26]([C:24]2[O:25][C:21]([C:18]3[CH:19]=[CH:20][C:15]([F:14])=[CH:16][CH:17]=3)=[CH:22][CH:23]=2)=[O:27])[CH:7]=1)[CH3:2]

Participants

3

Reactant 2

HCID 7389915-(4-Fluorophenyl)furan-2-carboxylic acidHCID 13042040Ethyl 2-(3-aminophenyl)acetate

Product 1

HCID 59654835(3-{[5-(4-Fluoro-phenyl)-furan-2-carbonyl]-amino}-phenyl)-acetic acid ethyl ester

Procedure

(3-Amino-phenyl)-acetic acid ethyl ester (44 mg, 0.24 mmol) was coupled to 5-(4-fluoro-phenyl)-furan-2-carboxylic acid (76) (50 mg, 0.24 mmol) using Method C. The crude compound was purified by column chromatography, eluting in 20% EtOAc in heptane to give the title compound.

Workup

  1. customThe crude compound was purified by column chromatography
  2. washeluting in 20% EtOAc in heptane

Sources & evidence

ORD record
ord-df516f9fc14845dd840cf5db01b02b4c
Source dataset
uspto-grants-2010_02
Patent number
US07662839B2

Reaction notes

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