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

HRID 984182Notes

Reaction equation

HRID 984182 reaction equation
[CH2:1]([NH:8][CH:9]1[CH2:14][CH2:13][N:12]([CH2:15][C:16]2[CH:21]=[CH:20][N:19]=[C:18]([C:22]3[CH:27]=[C:26]([O:28][CH3:29])[C:25]([O:30][CH3:31])=[C:24]([O:32][CH3:33])[CH:23]=3)[CH:17]=2)[CH2:11][CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:34][O:35][C:36]1[CH:37]=[C:38]([C:46]2[CH:47]=[C:48]([CH:51]=[CH:52][CH:53]=2)[CH2:49][Cl:50])[CH:39]=[C:40]([O:44][CH3:45])[C:41]=1[O:42][CH3:43]>>[ClH:50].[ClH:50].[ClH:50].[CH2:1]([N:8]([CH:9]1[CH2:10][CH2:11][N:12]([CH2:15][C:16]2[CH:21]=[CH:20][N:19]=[C:18]([C:22]3[CH:27]=[C:26]([O:28][CH3:29])[C:25]([O:30][CH3:31])=[C:24]([O:32][CH3:33])[CH:23]=3)[CH:17]=2)[CH2:13][CH2:14]1)[CH2:49][C:48]1[CH:51]=[CH:52][CH:53]=[C:46]([C:38]2[CH:39]=[C:40]([O:44][CH3:45])[C:41]([O:42][CH3:43])=[C:36]([O:35][CH3:34])[CH:37]=2)[CH:47]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 120211573-(3,4,5-Trimethoxyphenyl)benzyl chlorideHCID 120434844-Benzylamino-1-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]piperidine

Product 1

HCID 225580644-[N-benzyl-N-[3-(3,4,5-trimethoxyphenyl)benzyl]amino]-1-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]piperidine trihydrochloride

Procedure

4-Benzylamino-1-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]piperidine (134 mg) and 3-(3,4,5-trimethoxyphenyl)benzyl chloride (114 mg) were condensed by the same manner as described in Example 9. Yellow oil of a free base was converted to a trihydrochloride which gave the title compound as yellow powder.

Workup

  1. customcondensed by the same manner

Sources & evidence

ORD record
ord-c78e5862d88b425cb03f0495e3f6d8bb
Source dataset
uspto-grants-2005_03
Patent number
US06867221B2

Reaction notes

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