Acrylonitrile → 3-{4-[Hydroxy(4-fluorophenyl)(2-pyridyl)methyl]-1-piperidyl}propanenitrile

HRID 1382359Notes

Reaction equation

HRID 1382359 reaction equation
[C:1](#[N:4])[CH:2]=[CH2:3].[F:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=2)([CH:14]2[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)[OH:13])=[CH:8][CH:7]=1>C(O)C>[OH:13][C:12]([C:9]1[CH:10]=[CH:11][C:6]([F:5])=[CH:7][CH:8]=1)([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=1)[CH:14]1[CH2:15][CH2:16][N:17]([CH2:3][CH2:2][C:1]#[N:4])[CH2:18][CH2:19]1

Participants

4

Reactant 2

HCID 7855AcrylonitrileHCID 14698745alpha-(4-Fluorophenyl)-alpha-(2-pyridyl)-4-piperidinemethanol

Product 1

HCID 212746103-{4-[Hydroxy(4-fluorophenyl)(2-pyridyl)methyl]-1-piperidyl}propanenitrile

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2.3 ml (0.035 mol) of acrylonitrile are added dropwise to a solution of 10 g (0.035 mol) of α-(4-fluorophenyl)-α-(2-pyridyl)-4-piperidinemethanol in 60 ml of ethanol and 1 ml of Triton B.

Sources & evidence

ORD record
ord-441cb37cc51b4e518ada73fc8c2f2f0d
Source dataset
uspto-grants-1989_02
Patent number
US04806560

Reaction notes

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