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

HRID 395469Notes

Reaction equation

HRID 395469 reaction equation
[CH2:1]1[O:9][C:8]2[CH:7]=[CH:6][C:5]([NH:10][CH:11]3[CH2:16][CH2:15][N:14]([CH2:17][C:18]4[CH:23]=[CH:22][N:21]=[C:20]([C:24]5[CH:29]=[C:28]([O:30][CH3:31])[C:27]([O:32][CH3:33])=[C:26]([O:34][CH3:35])[CH:25]=5)[CH:19]=4)[CH2:13][CH2:12]3)=[CH:4][C:3]=2[O:2]1.[CH3:36][O:37][C:38]1[CH:39]=[C:40]([C:48]2[CH:55]=[CH:54][CH:53]=[CH:52][C:49]=2[CH2:50][Cl:51])[CH:41]=[C:42]([O:46][CH3:47])[C:43]=1[O:44][CH3:45]>>[ClH:51].[ClH:51].[CH2:1]1[O:9][C:8]2[CH:7]=[CH:6][C:5]([N:10]([CH:11]3[CH2:16][CH2:15][N:14]([CH2:17][C:18]4[CH:23]=[CH:22][N:21]=[C:20]([C:24]5[CH:25]=[C:26]([O:34][CH3:35])[C:27]([O:32][CH3:33])=[C:28]([O:30][CH3:31])[CH:29]=5)[CH:19]=4)[CH2:13][CH2:12]3)[CH2:50][C:49]3[CH:52]=[CH:53][CH:54]=[CH:55][C:48]=3[C:40]3[CH:41]=[C:42]([O:46][CH3:47])[C:43]([O:44][CH3:45])=[C:38]([O:37][CH3:36])[CH:39]=3)=[CH:4][C:3]=2[O:2]1

Participants

3

Reactant 2

HCID 120163292-(3,4,5-Trimethoxyphenyl)benzyl chlorideHCID 120434874-(3,4-Methylenedioxyphenylamino)-1-[[2-(3,4,5-trimethoxyphenyl) pyridin-4-yl]methyl]piperidine

Product 1

HCID 181742504-[N-(3,4-Methylenedioxyphenyl)-N-[2-(3,4,5-trimethoxyphenyl)benzyl]amino]-1-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]metyl]piperidine Dihydrochloride

Procedure

4-(3,4-Methylenedioxyphenylamino)-1-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]piperidine (119 mg) and 2-(3,4,5-trimethoxyphenyl)benzyl chloride (114 mg) were condensed in the same manner as described in Example 9. A free base obtained was converted to a dihydrochloroide to give the title compound as yellow powder.

Workup

  1. customcondensed in the same manner
  2. customA free base obtained

Sources & evidence

ORD record
ord-644ce00a324e40a78e059f8ec8f43424
Source dataset
uspto-grants-2003_08
Patent number
US06605620B1

Reaction notes

Loading…