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

HRID 984229Notes

Reaction equation

HRID 984229 reaction equation
[CH2:1]1[C:9]2[C:4](=[CH:5][C:6]([NH:10][CH:11]3[CH2:16][CH2:15][N:14]([CH2:17]C4C=CN=C(C5C=C(OC)C(OC)=C(OC)C=5)C=4)[CH2:13][CH2:12]3)=[CH:7][CH:8]=2)[CH2:3][CH2:2]1.[Cl:36][CH2:37][C:38]1[CH:39]=[CH:40][C:41]([C:44]2[CH:49]=[C:48]([O:50][CH3:51])[C:47]([O:52][CH3:53])=[C:46]([O:54][CH3:55])[CH:45]=2)=[N:42][CH:43]=1>>[ClH:36].[ClH:36].[ClH:36].[CH2:1]1[C:9]2[C:4](=[CH:5][C:6]([N:10]([CH:11]3[CH2:12][CH2:13][N:14]([CH2:17][C:38]4[CH:39]=[CH:40][C:41]([C:44]5[CH:49]=[C:48]([O:50][CH3:51])[C:47]([O:52][CH3:53])=[C:46]([O:54][CH3:55])[CH:45]=5)=[N:42][CH:43]=4)[CH2:15][CH2:16]3)[CH2:37][C:38]3[CH:39]=[CH:40][C:41]([C:44]4[CH:49]=[C:48]([O:50][CH3:51])[C:47]([O:52][CH3:53])=[C:46]([O:54][CH3:55])[CH:45]=4)=[N:42][CH:43]=3)=[CH:7][CH:8]=2)[CH2:3][CH2:2]1

Participants

3

Procedure

4-(5-Indanylamino)-1-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]piperidine (143 mg) and 5-chloromethyl-2-(3,4,5-trimethoxyphenyl)pyridine (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 trihydrochloride.

Workup

  1. customcondensed in the same manner

Sources & evidence

ORD record
ord-aa19d5d149c742aba33f1475cea6dcdf
Source dataset
uspto-grants-2005_03
Patent number
US06867221B2

Reaction notes

Loading…