3-(4-Cyano-3-fluorophenyl)-1-propene → 2-Fluoro-4-[2-(piperazin-1yl)ethyl]benzonitrile

Reaction equation

[F:1][C:2]1[CH:9]=[C:8]([CH2:10][CH:11]=C)[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].COC1C=C(CC[N:25]2[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]2)C=CC=1C#N>>[F:1][C:2]1[CH:9]=[C:8]([CH2:10][CH2:11][N:25]2[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]2)[CH:7]=[CH:6][C:3]=1[C:4]#[N:5]

Participants

Reactant 2

HCID 247217663-(4-Cyano-3-fluorophenyl)-1-propene

HCID 675169272-Methoxy-4-[2-(piperazin-1-yl)ethyl]benzonitrile

Product 1

HCID 675159502-Fluoro-4-[2-(piperazin-1yl)ethyl]benzonitrile

Procedure

2-Fluoro-4-[2-(piperazin-1yl)ethyl]benzonitrile was prepared from 2-fluoro-4-(prop-2-en-1-yl)benzonitrile (described above) in an analogous fashion to that described for 2-methoxy-4-[2-(piperazin-1-yl)ethyl]benzonitrile.

Sources & evidence

ORD record: ord-ecfe64f8682642aaa6bf4d175e6fa79f
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09056859B2

Reaction notes

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