Potassium Carbonate → 1-Benzoyl-3-(3,4-dichlorophenyl)-3-[3-[4-(N,N-dimethylaminocarbonyl)-4-phenylpiperid-1-yl]propyl]perhydroazepine hydrochloride hemihydrate

HRID 1597089

Reaction equation

HRID 1597089 reaction equation
[CH3:1][N:2]([CH3:17])[C:3]([C:5]1([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:10][CH2:9][NH:8][CH2:7][CH2:6]1)=[O:4].[C:18]([N:26]1[CH2:32][CH2:31][CH2:30][CH2:29][C:28]([C:41]2[CH:46]=[CH:45][C:44]([Cl:47])=[C:43]([Cl:48])[CH:42]=2)([CH2:33][CH2:34][CH2:35]OS(C)(=O)=O)[CH2:27]1)(=[O:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.C(#N)C>[OH2:4].[ClH:47].[C:18]([N:26]1[CH2:32][CH2:31][CH2:30][CH2:29][C:28]([C:41]2[CH:46]=[CH:45][C:44]([Cl:47])=[C:43]([Cl:48])[CH:42]=2)([CH2:33][CH2:34][CH2:35][N:8]2[CH2:7][CH2:6][C:5]([C:3]([N:2]([CH3:17])[CH3:1])=[O:4])([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[CH2:10][CH2:9]2)[CH2:27]1)(=[O:25])[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1.[C:18]([N:26]1[CH2:32][CH2:31][CH2:30][CH2:29][C:28]([CH2:33][CH2:34][CH2:35][N:8]2[CH2:7][CH2:6][C:5]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)([C:3]([N:2]([CH3:17])[CH3:1])=[O:4])[CH2:10][CH2:9]2)([C:41]2[CH:46]=[CH:45][C:44]([Cl:47])=[C:43]([Cl:48])[CH:42]=2)[CH2:27]1)(=[O:25])[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1.[ClH:47]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 417393N,N-dimethyl-4-phenylpiperidine-4-carboxamideHCID 217029661-Benzoyl-3-(3,4-dichlorophenyl)-3-[3-(methanesulfonyloxy)propyl]-perhydroazepine

Product 1

HCID 1317216561-Benzoyl-3-(3,4-dichlorophenyl)-3-[3-[4-(N,N-dimethylaminocarbonyl)-4-phenylpiperid-1-yl]propyl]perhydroazepine hydrochloride hemihydrateYield 78.8%

Reagents, catalysts & solvents 1

HCID 21891449acetonitrile N,N-dimethylformamideSolvent

Procedure

This compound is prepared by the procedure described in step D of EXAMPLE 13, starting from 0.69 g of 4-(N,N-dimethylaminocarbonyl)-4-phenylpiperidine, 1.2 g of the compound obtained in step C of EXAMPLE 13 and 1.2 g of K2CO3 in 20 ml of a DMF/acetonitrile mixture (50/50; v/v). This gives 0.65 g of the expected product, m.p.=150° C.

Workup

  1. customThis compound is prepared by the procedure

Sources & evidence

ORD record
ord-2c52e0b43f464b748ec6df05cfa0f473
Source dataset
uspto-grants-2001_09
Patent number
US06291672B1

Linked notes

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