4-Chloromethyl-2-(3,4,5-trimethoxyphenyl) pyridine → 4-[N-methyl-N-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]amino]-1-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]piperidine tetrahydrochloride

HRID 2300348Notes

Reaction equation

HRID 2300348 reaction equation
[CH3:1][N:2]([CH:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1)[CH2:3][C:4]1[CH:9]=[CH:8][N:7]=[C:6]([C:10]2[CH:15]=[C:14]([O:16][CH3:17])[C:13]([O:18][CH3:19])=[C:12]([O:20][CH3:21])[CH:11]=2)[CH:5]=1.[Cl:28][CH2:29][C:30]1[CH:35]=[CH:34][N:33]=[C:32]([C:36]2[CH:41]=[C:40]([O:42][CH3:43])[C:39]([O:44][CH3:45])=[C:38]([O:46][CH3:47])[CH:37]=2)[CH:31]=1>>[ClH:28].[ClH:28].[ClH:28].[ClH:28].[CH3:1][N:2]([CH:22]1[CH2:27][CH2:26][N:25]([CH2:29][C:30]2[CH:35]=[CH:34][N:33]=[C:32]([C:36]3[CH:41]=[C:40]([O:42][CH3:43])[C:39]([O:44][CH3:45])=[C:38]([O:46][CH3:47])[CH:37]=3)[CH:31]=2)[CH2:24][CH2:23]1)[CH2:3][C:4]1[CH:9]=[CH:8][N:7]=[C:6]([C:10]2[CH:11]=[C:12]([O:20][CH3:21])[C:13]([O:18][CH3:19])=[C:14]([O:16][CH3:17])[CH:15]=2)[CH:5]=1

Participants

3

Reactant 2

HCID 120192374-Chloromethyl-2-(3,4,5-trimethoxyphenyl) pyridineHCID 225578634-[N-methyl-N-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]amino]piperidine

Product 1

HCID 225579394-[N-methyl-N-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]amino]-1-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]piperidine tetrahydrochloride

Procedure

4-[N-methyl-N-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]amino]piperidine (73 mg) and 4-chloromethyl-2-(3,4,5-trimethoxyphenyl)pyridine (58 mg) were condensed in the same manner as described in Example 2. The title compound was obtained after converting a free base to a tetrahydrochloride.

Workup

  1. customcondensed in the same manner

Sources & evidence

ORD record
ord-4ef5f8e24332414f93e59ef697b917f7
Source dataset
uspto-grants-2002_12
Patent number
US06498169B1

Reaction notes

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