2-(3,4,5-Trimethoxyphenyl)benzyl chloride → 4-[N-(3-Methylthiophenyl)-N-[2-(3,4,5-trimethoxyphenyl)benzyl]amino]-1-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]piperidine Dihydrochloride

HRID 984218Notes

Reaction equation

HRID 984218 reaction equation
[CH3:1][S:2][C:3]1[CH:4]=[C:5]([CH:32]=[CH:33][CH:34]=1)[NH:6][CH:7]1[CH2:12][CH2:11][N:10]([CH2:13][C:14]2[CH:19]=[CH:18][N:17]=[C:16]([C:20]3[CH:25]=[C:24]([O:26][CH3:27])[C:23]([O:28][CH3:29])=[C:22]([O:30][CH3:31])[CH:21]=3)[CH:15]=2)[CH2:9][CH2:8]1.[CH3:35][O:36][C:37]1[CH:38]=[C:39]([C:47]2[CH:54]=[CH:53][CH:52]=[CH:51][C:48]=2[CH2:49][Cl:50])[CH:40]=[C:41]([O:45][CH3:46])[C:42]=1[O:43][CH3:44]>>[ClH:50].[ClH:50].[CH3:1][S:2][C:3]1[CH:4]=[C:5]([N:6]([CH:7]2[CH2:8][CH2:9][N:10]([CH2:13][C:14]3[CH:19]=[CH:18][N:17]=[C:16]([C:20]4[CH:21]=[C:22]([O:30][CH3:31])[C:23]([O:28][CH3:29])=[C:24]([O:26][CH3:27])[CH:25]=4)[CH:15]=3)[CH2:11][CH2:12]2)[CH2:49][C:48]2[CH:51]=[CH:52][CH:53]=[CH:54][C:47]=2[C:39]2[CH:40]=[C:41]([O:45][CH3:46])[C:42]([O:43][CH3:44])=[C:37]([O:36][CH3:35])[CH:38]=2)[CH:32]=[CH:33][CH:34]=1

Participants

3

Reactant 2

HCID 120163292-(3,4,5-Trimethoxyphenyl)benzyl chlorideHCID 225578874-(3-Methylthioanilino)-1-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]piperidine

Product 1

HCID 689194454-[N-(3-Methylthiophenyl)-N-[2-(3,4,5-trimethoxyphenyl)benzyl]amino]-1-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]piperidine Dihydrochloride

Procedure

4-(3-Methylthioanilino)-1-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]piperidine (143 mg) and 2-(3,4,5-trimethoxyphenyl)benzyl chloride (114 mg) were condensed in the same manner as described in Example 9. The title compound was obtained as yellow powder after converting a free base to a dihydrochloride.

Workup

  1. customcondensed in the same manner

Sources & evidence

ORD record
ord-9d302a770572437ca2d2d25b89c59d84
Source dataset
uspto-grants-2005_03
Patent number
US06867221B2

Reaction notes

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