(2-Methylpyridin-4-yl)methanol → [6-Chloro-1-(2-methyl-pyridin-4-ylmethyl)-1H-indol-3-yl]-[4-(2,6-dimethoxy-phenyl)-piperidin-1-yl]-methanone

HRID 505102Notes

Reaction equation

HRID 505102 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:11]([N:13]3[CH2:18][CH2:17][CH:16]([C:19]4[C:24]([O:25][CH3:26])=[CH:23][CH:22]=[CH:21][C:20]=4[O:27][CH3:28])[CH2:15][CH2:14]3)=[O:12])=[CH:7][NH:8]2)=[CH:4][CH:3]=1.[CH3:29][C:30]1[CH:35]=[C:34]([CH2:36]OS(C)(=O)=O)[CH:33]=[CH:32][N:31]=1.CC1C=C(CO)C=CN=1>>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:11]([N:13]3[CH2:14][CH2:15][CH:16]([C:19]4[C:24]([O:25][CH3:26])=[CH:23][CH:22]=[CH:21][C:20]=4[O:27][CH3:28])[CH2:17][CH2:18]3)=[O:12])=[CH:7][N:8]2[CH2:36][C:34]2[CH:33]=[CH:32][N:31]=[C:30]([CH3:29])[CH:35]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 9942144(2-Methylpyridin-4-yl)methanolHCID 16062188(6-chloro-1H-indol-3-yl)-[4-(2,6-dimethoxy-phenyl)-piperidin-1-yl]-methanoneHCID 59184833Methanesulfonic acid 2-methyl-pyridin-4-ylmethyl ester

Product 1

HCID 16062573[6-Chloro-1-(2-methyl-pyridin-4-ylmethyl)-1H-indol-3-yl]-[4-(2,6-dimethoxy-phenyl)-piperidin-1-yl]-methanone

Procedure

Following general procedure II, the alkylation of (6-chloro-1H-indol-3-yl)-[4-(2,6-dimethoxy-phenyl)-piperidin-1-yl]-methanone (preparation described herein), with methanesulfonic acid 2-methyl-pyridin-4-ylmethyl ester (prepared by mesylation of the commercially available (2-methyl-pyridin-4-yl)-methanol) gave the title compound.

Sources & evidence

ORD record
ord-6a281e0f6cf4474aa75c2ec0c6b1c536
Source dataset
uspto-grants-2010_08
Patent number
US07781436B2

Reaction notes

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