2-(4-Cyano-2-fluoro-5-methoxyphenyl)acetic acid → 5-Fluoro-2-methoxy-4-[2-oxo-2-(piperazin-1-yl)ethyl]benzonitrile hydrochloride
Reaction equation
[C:1]([C:3]1[C:8]([O:9][CH3:10])=[CH:7][C:6]([CH2:11][C:12]([OH:14])=O)=[C:5]([F:15])[CH:4]=1)#[N:2].[ClH:16].[N:17]1(C(=O)CC2C=NC(N3C=NN=N3)=CC=2)[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1>>[ClH:16].[F:15][C:5]1[C:6]([CH2:11][C:12](=[O:14])[N:17]2[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]2)=[CH:7][C:8]([O:9][CH3:10])=[C:3]([CH:4]=1)[C:1]#[N:2]Participants
3
Procedure
5-Fluoro-2-methoxy-4-[2-oxo-2-(piperazin-1-yl)ethyl]benzonitrile hydrochloride was prepared in two steps from (4-cyano-2-fluoro-5-methoxyphenyl) acetic acid in an analogous fashion to that described for the synthesis of 1-(piperazin-1-yl)-2-[6-(1H-tetrazol-1-yl)pyridin-3-yl]ethanone hydrochloride. MS m/z 278 (M+1)+.
Sources & evidence
- ORD record
- ord-64c4d6e6520f44bfa431d227f8797d96
- Source dataset
- uspto-grants-2015_06
- Patent number
- US09056859B2
Reaction notes
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