Potassium Carbonate → 1-Benzoyl-3-[3-[4-benzyl-4-(ethoxycarbonylamino)piperid-1-yl]propyl]-3-(3,4-dichlorophenyl)piperidine hydrochloride hemihydrate

HRID 377807Notes

Reaction equation

HRID 377807 reaction equation
C1(C)C=CC(S(O)(=O)=[O:8])=CC=1.[CH2:12]([C:19]1([NH:25][C:26]([O:28][CH2:29][CH3:30])=[O:27])[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[C:31]([N:39]1[CH2:44][CH2:43][CH2:42][C:41]([C:53]2[CH:58]=[CH:57][C:56]([Cl:59])=[C:55]([Cl:60])[CH:54]=2)([CH2:45][CH2:46][CH2:47]OS(C)(=O)=O)[CH2:40]1)(=[O:38])[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[OH2:8].[ClH:59].[C:31]([N:39]1[CH2:44][CH2:43][CH2:42][C:41]([CH2:45][CH2:46][CH2:47][N:22]2[CH2:21][CH2:20][C:19]([CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)([NH:25][C:26]([O:28][CH2:29][CH3:30])=[O:27])[CH2:24][CH2:23]2)([C:53]2[CH:58]=[CH:57][C:56]([Cl:59])=[C:55]([Cl:60])[CH:54]=2)[CH2:40]1)(=[O:38])[C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=1.[C:31]([N:39]1[CH2:44][CH2:43][CH2:42][C:41]([C:53]2[CH:58]=[CH:57][C:56]([Cl:59])=[C:55]([Cl:60])[CH:54]=2)([CH2:45][CH2:46][CH2:47][N:22]2[CH2:21][CH2:20][C:19]([NH:25][C:26]([O:28][CH2:29][CH3:30])=[O:27])([CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH2:24][CH2:23]2)[CH2:40]1)(=[O:38])[C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=1.[ClH:59]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 118127101-Benzoyl-3-(3,4-dichlorophenyl)-3-[3-(methanesulfonyloxy)propyl]piperidineHCID 227417814-Benzyl-4-(ethoxycarbonylamino)piperidine p-toluene-sulfonate

Product 1

HCID 1317216541-Benzoyl-3-[3-[4-benzyl-4-(ethoxycarbonylamino)piperid-1-yl]propyl]-3-(3,4-dichlorophenyl)piperidine hydrochloride hemihydrateYield 88.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

This compound is prepared by the procedure described in EXAMPLE 7, starting from 0.5 g of 4-benzyl-4-(ethoxycarbonylamino)piperidine p-toluenesulfonate, 0.5 g of the compound obtained in step B of EXAMPLE 1 and 0.52 g of K2CO3 in 5 ml of DMF. This gives 0.32 g of the expected product, m.p.=142° C. (dec.).

Workup

  1. customThis compound is prepared by the procedure

Sources & evidence

ORD record
ord-80564968b0c447f68753fdddfcb9bddf
Source dataset
uspto-grants-2000_02
Patent number
US06028082

Reaction notes

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