o-Fluorocinnamic acid → (S)-3-(2-Fluoro-phenyl)-N-[1-(3-pyrazol-1-yl-phenyl)-ethyl]-acrylamide

Reaction equation

[F:1][C:2]1[CH:12]=[CH:11][CH:10]=[CH:9][C:3]=1[CH:4]=[CH:5][C:6]([OH:8])=O.[N:13]1([C:18]2[CH:19]=[C:20]([C@@H:24]([NH2:26])[CH3:25])[CH:21]=[CH:22][CH:23]=2)[CH:17]=[CH:16][CH:15]=[N:14]1>>[F:1][C:2]1[CH:12]=[CH:11][CH:10]=[CH:9][C:3]=1[CH:4]=[CH:5][C:6]([NH:26][C@H:24]([C:20]1[CH:21]=[CH:22][CH:23]=[C:18]([N:13]2[CH:17]=[CH:16][CH:15]=[N:14]2)[CH:19]=1)[CH3:25])=[O:8]

Participants

Reactant 2

HCID 67977o-Fluorocinnamic acid

HCID 28923713(S)-1-(3-pyrazol-1-yl-phenyl)-ethylamine

Product 1

HCID 69356059(S)-3-(2-Fluoro-phenyl)-N-[1-(3-pyrazol-1-yl-phenyl)-ethyl]-acrylamide

Procedure

The title compound was prepared from 2-fluorocinnamic acid and (S)-1-(3-pyrazol-1-yl-phenyl)-ethylamine following the general procedures as described for Example 1.

Sources & evidence

ORD record: ord-1daf9c7378454bc9b3371f542b0b2aef
Source dataset: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07135472B2

Reaction notes

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