Pyridinium chloride → 1-Benzyl-7-methyl-3-(1-methylpiperdin-4-yl)-5-hydroxy-1H-indole

HRID 1766226Notes

Reaction equation

HRID 1766226 reaction equation
[CH2:1]([N:8]1[C:16]2[C:11](=[CH:12][C:13]([O:18]C)=[CH:14][C:15]=2[CH3:17])[C:10]([CH:20]2[CH2:25][CH2:24][N:23]([CH3:26])[CH2:22][CH2:21]2)=[CH:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.N1C=CC=CC=1>>[CH2:1]([N:8]1[C:16]2[C:11](=[CH:12][C:13]([OH:18])=[CH:14][C:15]=2[CH3:17])[C:10]([CH:20]2[CH2:25][CH2:24][N:23]([CH3:26])[CH2:22][CH2:21]2)=[CH:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 10176127Pyridinium chlorideHCID 694313131-benzyl-5-methoxy-7-methyl-3-(1-methylpiperdin-4-yl)-1H-indole

Product 1

HCID 694324441-Benzyl-7-methyl-3-(1-methylpiperdin-4-yl)-5-hydroxy-1H-indoleYield 60.2%

Procedure

By a method similar to Preparation 8, using 1-benzyl-5-methoxy-7-methyl-3-(1-methylpiperdin-4-yl)-1H-indole (1.62 g) and pyridine hydrochloride (25 g) to afford 0.936 g (60%) of the title compound: Mass spectrum (ion spray): m/z=335 (M+1).

Workup

  1. customBy a method similar to Preparation 8

Sources & evidence

ORD record
ord-b35af34c726640f1a5789bfda92e5466
Source dataset
uspto-grants-2007_06
Patent number
US07230011B2

Reaction notes

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