6-Methoxy-1H-indole → 6-methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole

HRID 565536Notes

Reaction equation

HRID 565536 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([CH:7]=[CH:8][NH:9]2)=[CH:5][CH:4]=1.O.Cl.[NH:14]1[CH2:19][CH2:18][C:17](=O)[CH2:16][CH2:15]1>>[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([C:7]([C:17]3[CH2:18][CH2:19][NH:14][CH2:15][CH:16]=3)=[CH:8][NH:9]2)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 766596-Methoxy-1H-indoleHCID 2723901Piperonylamine

Product 1

HCID 130190056-methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole

Procedure

The title compound was prepared in a fashion similar to that described in Preparation 30 from 6-methoxyindole (2.0 g, 14 mmol) and 4-piperidone hydrochloride hydrate (4.2 g, 27 mmol). The product was isolated as a yellow solid. Yield 2.8 g (90%). mp 190-193° C. FDMS m/e=228 (M+ of free base).

Workup

  1. customThe product was isolated as a yellow solid

Sources & evidence

ORD record
ord-fcfd0b8744cc4d39a83f457d53d20c23
Source dataset
uspto-grants-2001_01
Patent number
US06172073B2

Reaction notes

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