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 395474Notes

Reaction equation

HRID 395474 reaction equation
[CH3:1][NH:2][CH:3]1[CH2:8][CH2:7][N:6]([CH2:9][C:10]2[CH:15]=[CH:14][N:13]=[C:12]([C:16]3[CH:21]=[C:20]([O:22][CH3:23])[C:19]([O:24][CH3:25])=[C:18]([O:26][CH3:27])[CH:17]=3)[CH:11]=2)[CH2:5][CH2:4]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:3]1[CH2:4][CH2:5][N:6]([CH2:9][C:10]2[CH:15]=[CH:14][N:13]=[C:12]([C:16]3[CH:21]=[C:20]([O:22][CH3:23])[C:19]([O:24][CH3:25])=[C:18]([O:26][CH3:27])[CH:17]=3)[CH:11]=2)[CH2:7][CH2:8]1)[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

Participants

3

Reactant 2

HCID 120192374-Chloromethyl-2-(3,4,5-trimethoxyphenyl) pyridineHCID 225578504-(Methylamino)-1-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]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-(methylamino)-1-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]piperidine (2.67 g) and 4-chloromethyl-2-(3,4,5-trimethoxyphenyl)pyridine (2.12 g) 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-bc142e94ebdf42aba5b21e2d53af6104
Source dataset
uspto-grants-2003_08
Patent number
US06605620B1

Reaction notes

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