3-Bromo-5-fluorobenzoic acid → [3-(3-Bromo-5-fluoro-benzoylamino)-phenyl]-acetic acid ethyl ester

Reaction equation

[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([Br:11])[CH:10]=1)[C:5]([OH:7])=O.[CH2:12]([O:14][C:15](=[O:24])[CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([NH2:23])[CH:18]=1)[CH3:13]>>[CH2:12]([O:14][C:15](=[O:24])[CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([NH:23][C:5](=[O:7])[C:4]2[CH:3]=[C:2]([F:1])[CH:10]=[C:9]([Br:11])[CH:8]=2)[CH:18]=1)[CH3:13]

Participants

Reactant 2

HCID 27733393-Bromo-5-fluorobenzoic acid

HCID 13042040Ethyl 2-(3-aminophenyl)acetate

Product 1

HCID 59654737[3-(3-Bromo-5-fluoro-benzoylamino)-phenyl]-acetic acid ethyl ester

Procedure

3-Fluoro-5-bromobenzoic acid (123 mg, 0.56 mmol) was coupled with ethyl ester (6) (100 mg, 0.56 mmol) following Method C to give the title compound.

Sources & evidence

ORD record: ord-ecb55fbe715f4d6cacd8b12cee4adc15
Source dataset: uspto-grants-2010_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07662839B2

Reaction notes

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