7-chloro-1H-indole → 7-chloro-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole

HRID 1901007Notes

Reaction equation

HRID 1901007 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:10]=1[NH:9][CH:8]=[CH:7]2.O.Cl.[NH:13]1[CH2:18][CH2:17][C:16](=O)[CH2:15][CH2:14]1>>[Cl:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:10]=1[NH:9][CH:8]=[C:7]2[C:16]1[CH2:17][CH2:18][NH:13][CH2:14][CH:15]=1

Participants

3

Reactant 2

HCID 1046447-chloro-1H-indoleHCID 2723901Piperonylamine

Product 1

HCID 185458497-chloro-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 7-chloroindole (0.70 g, 4.6 mmol) and 4-piperidone hydrochloride hydrate (1.4 g, 9.2 mmol). The product was isolated as a yellow solid. Yield 0.80 g (75%). mp 205°-208° C. FDMS m/e=234 (M+ of free base).

Workup

  1. customThe product was isolated as a yellow solid

Sources & evidence

ORD record
ord-8564be6e584a4ac9b86f61e890a86fd0
Source dataset
uspto-grants-1996_11
Patent number
US05576321

Reaction notes

Loading…