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

HRID 1766227Notes

Reaction equation

HRID 1766227 reaction equation
[CH2:1]([N:4]1[C:12]2[C:7](=[CH:8][C:9]([O:14]C)=[CH:10][C:11]=2[CH3:13])[C:6]([CH:16]2[CH2:21][CH2:20][N:19]([CH3:22])[CH2:18][CH2:17]2)=[CH:5]1)[CH2:2][CH3:3].Cl.N1C=CC=CC=1>>[CH2:1]([N:4]1[C:12]2[C:7](=[CH:8][C:9]([OH:14])=[CH:10][C:11]=2[CH3:13])[C:6]([CH:16]2[CH2:17][CH2:18][N:19]([CH3:22])[CH2:20][CH2:21]2)=[CH:5]1)[CH2:2][CH3:3]

Participants

3

Reactant 2

HCID 10176127Pyridinium chlorideHCID 694324431-propyl-5-methoxy-7-methyl-3-(1-methylpiperdin-4-yl)-1H-indole

Product 1

HCID 694351581-Propyl-7-methyl-3-(1-methylpiperdin-4-yl)-5-hydroxy-1H-indoleYield 87.1%

Procedure

By a method similar to PREPARATION 8, using 1-propyl-5-methoxy-7-methyl-3-(1-methylpiperdin-4-yl)-1H-indole (1.24 g) and pyridine hydrochloride (25 g) to afford 1.03 g (87%) of the title compound: mass spectrum (ion spray): m/z=287 (M+1); Calculated for C18H26N2O.0.4 H2O: C, 73.63; H, 9.34; N, 9.23. Found: C, 73.70; H, 9.34; N, 9.33.

Workup

  1. customBy a method similar to PREPARATION 8

Sources & evidence

ORD record
ord-e86e4b4ce387466588edd0a11fa1c770
Source dataset
uspto-grants-2007_06
Patent number
US07230011B2

Reaction notes

Loading…