(S)-N-[2-(3,4-Dichlorophenyl)-4-oxobutyl]-N-methylbenzamide → (S)-N-[2-(3,4-Dichlorophenyl)-4-[4-(2-oxo-1,2,5,6-tetrahydropyrid-1-yl)piperidino]butyl]-N-methylbenzamide hydrochloride

HRID 744897Notes

Reaction equation

HRID 744897 reaction equation
[O:1]=[C:2]1[CH:7]=[CH:6][CH2:5][CH2:4][N:3]1[CH:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1.[Cl:14]C1C=C(C(CC=O)CN(C)C(=O)C2C=CC=CC=2)C=CC=1Cl.[Cl:37][C:38]1[CH:39]=[C:40]([C@H:45]([CH2:57][CH:58]=O)[CH2:46][N:47]([CH3:56])[C:48](=[O:55])[C:49]2[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=2)[CH:41]=[CH:42][C:43]=1[Cl:44]>>[ClH:14].[Cl:37][C:38]1[CH:39]=[C:40]([C@H:45]([CH2:57][CH2:58][N:11]2[CH2:12][CH2:13][CH:8]([N:3]3[CH2:4][CH2:5][CH:6]=[CH:7][C:2]3=[O:1])[CH2:9][CH2:10]2)[CH2:46][N:47]([CH3:56])[C:48](=[O:55])[C:49]2[CH:50]=[CH:51][CH:52]=[CH:53][CH:54]=2)[CH:41]=[CH:42][C:43]=1[Cl:44]

Participants

4

Reactant 3

HCID 15381108(S)-N-[2-(3,4-Dichlorophenyl)-4-oxobutyl]-N-methylbenzamideHCID 22137499N-[2-(3,4-Dichlorophenyl)-4-oxobutyl]-N-methylbenzamideHCID 233699584-(2-Oxo-1,2,5,6-tetrahydropyrid-1-yl)piperidine

Product 1

HCID 67747255(S)-N-[2-(3,4-Dichlorophenyl)-4-[4-(2-oxo-1,2,5,6-tetrahydropyrid-1-yl)piperidino]butyl]-N-methylbenzamide hydrochloride

Procedure

Using a procedure similar to that described in Example 7, except replacing 4-(2-oxopyrrolidin-1-yl)piperdine with 4-(2-oxo-1,2,5,6-tetrahydropyrid-1-yl)piperidine and N-[2-(3,4- dichlorophenyl)-4-oxobutyl]-N-methylbenzamide with (S)-N-[2-(3,4-dichlorophenyl)-4-oxobutyl]-N-methylbenzamide, the title compound was obtained as a white solid; MS: m/z=514(M+1). Analysis for C28H33Cl2N3O2.2.50 HCl. 0.30 Et2O: Calculated: C, 55.86; H, 6.18; N, 6.69; Found: C, 55.83; H, 6.43; N, 6.66.

Sources & evidence

ORD record
ord-edf15ab738db4dbe96b8548dc8de61b8
Source dataset
uspto-grants-1996_09
Patent number
US05559131

Reaction notes

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