Pyridinium chloride → 7-Methyl-3-(1-methylpiperdin-4-yl)-1-phenethyl-1H-indol-5-ol

HRID 1766224Notes

Reaction equation

HRID 1766224 reaction equation
C[O:2][C:3]1[CH:4]=[C:5]2[C:9](=[C:10]([CH3:12])[CH:11]=1)[N:8]([CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH:7]=[C:6]2[CH:21]1[CH2:26][CH2:25][N:24]([CH3:27])[CH2:23][CH2:22]1.Cl.N1C=CC=CC=1>>[CH3:12][C:10]1[CH:11]=[C:3]([OH:2])[CH:4]=[C:5]2[C:9]=1[N:8]([CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH:7]=[C:6]2[CH:21]1[CH2:22][CH2:23][N:24]([CH3:27])[CH2:25][CH2:26]1

Participants

3

Reactant 2

HCID 10176127Pyridinium chlorideHCID 694351515-Methoxy-7-methyl-3-(1-methylpiperdin-4-yl)-1-phenethyl-1H-indole

Product 1

HCID 694335207-Methyl-3-(1-methylpiperdin-4-yl)-1-phenethyl-1H-indol-5-ol

Procedure

By a method similar to Preparation 8, using 5-methoxy-7-methyl-3-(1-methylpiperdin-4-yl)-1-phenethy-1H-indole (0.288 g) and pyridine hydrochloride (25 g) to afford 0.143 (52%) of the title compound: mass spectrum (ion spray): m/z=349 (M+1); Calculated for C23H28N2O-0.3H2O: C, 78.06; H, 8.15; N, 7.92. Found: C, 78.24; H, 8.18; N, 8.11.

Workup

  1. customBy a method similar to Preparation 8

Sources & evidence

ORD record
ord-a7cc9ecfa6724c8bb5a54f6788271ff3
Source dataset
uspto-grants-2007_06
Patent number
US07230011B2

Reaction notes

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