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

HRID 50066Notes

Reaction equation

HRID 50066 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.[ClH:31].[C:32]([N:40]1[CH2:45][CH2:44][CH2:43][C:42]([C:62]2[CH:67]=[CH:66][C:65]([Cl:68])=[C:64]([Cl:69])[CH:63]=2)([CH2:46][CH2:47][CH2:48]N2CCC(C(N3CCCC3)=O)CC2)[CH2:41]1)(=[O:39])[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[OH2:8].[ClH:68].[C:32]([N:40]1[CH2:45][CH2:44][CH2:43][C:42]([CH2:46][CH2:47][CH2:48][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:62]2[CH:67]=[CH:66][C:65]([Cl:68])=[C:64]([Cl:69])[CH:63]=2)[CH2:41]1)(=[O:39])[C:33]1[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=1.[C:32]([N:40]1[CH2:45][CH2:44][CH2:43][C:42]([C:62]2[CH:67]=[CH:66][C:65]([Cl:68])=[C:64]([Cl:69])[CH:63]=2)([CH2:46][CH2:47][CH2:48][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)[CH2:41]1)(=[O:39])[C:33]1[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=1.[ClH:31]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 227417141-Benzoyl-3-(3,4-dichlorophenyl)-3-[3-[4-(pyrrolidin-1-ylcarbonyl)piperid-1-yl]propyl]piperidine hydrochlorideHCID 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 83.5%

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-toluene-sulfonate, 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-b26d300e35994261af3c49659fad30ac
Source dataset
uspto-grants-2004_03
Patent number
US06710042B2

Reaction notes

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