2-(2-Chlorophenyl)-4-(piperidin-1-yl)butanenitrile → alpha-(2-Chlorophenyl)-alpha-[2-[(1-methylethyl) (phenylmethyl)amino]ethyl]-1-piperidine butanenitrile

HRID 1647547

Reaction equation

HRID 1647547 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]([CH2:11][CH2:12][N:13]1[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1)[C:9]#[N:10].Cl.Cl[CH2:21][CH2:22][N:23]([CH:31]([CH3:33])[CH3:32])[CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>CS(C)=O>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]([CH2:21][CH2:22][N:23]([CH:31]([CH3:32])[CH3:33])[CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)([CH2:11][CH2:12][N:13]1[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1)[C:9]#[N:10]

Participants

4

Reactant 2

HCID 110435962-(2-Chlorophenyl)-4-(piperidin-1-yl)butanenitrileHCID 24185321N-(2-chloroethyl)-N-(1-methylethyl)benzenemethanamine, monohydrochloride

Product 1

HCID 11112943alpha-(2-Chlorophenyl)-alpha-[2-[(1-methylethyl) (phenylmethyl)amino]ethyl]-1-piperidine butanenitrile

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

alkylating α-(2-chlorophenyl)-1-piperidine butanenitrile with N-(2-chloroethyl)-N-(1-methylethyl)benzenemethanamine, monohydrochloride in the presence of base and dimethyl sulfoxide to give α-(2-chlorophenyl)-α-[2-[(1-methylethyl) (phenylmethyl)amino]ethyl]-1-piperidinebutane nitrile;

Sources & evidence

ORD record
ord-9dc16d8664ff409cbf686b37e19e6bc9
Source dataset
uspto-grants-1995_07
Patent number
US05432284

Linked notes

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