5-Methoxyindole → 5-Methoxy 3-(1,2,3,6-tetrahydro-4-pyridinyl)1H indole

HRID 1901003Notes

Reaction equation

HRID 1901003 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[CH:6]2.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:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[C:6]2[C:17]1[CH2:18][CH2:19][NH:14][CH2:15][CH:16]=1

Participants

3

Reactant 2

HCID 138725-MethoxyindoleHCID 2723901Piperonylamine

Product 1

HCID 1080295-Methoxy 3-(1,2,3,6-tetrahydro-4-pyridinyl)1H indole

Procedure

The title compound was prepared in a fashion similar to that described in Preparation 30 from 5-methoxyindole (5.0 g, 34 mmol) and 4-piperidone hydrochloride hydrate (10.0 g, 65 mmol). The product was isolated as a yellow solid. Yield 6.1 g (79%). mp 191°-195° C. FDMS m/e=228 (M+ of free base).

Workup

  1. customThe product was isolated as a yellow solid

Sources & evidence

ORD record
ord-794ae5ed11bd4880b6e95e5feea456bd
Source dataset
uspto-grants-1996_11
Patent number
US05576321

Reaction notes

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