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

HRID 481669Notes

Reaction equation

HRID 481669 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[CH:7][NH:8]2)=[CH:4][CH:3]=1.O.Cl.[NH:13]1[CH2:18][CH2:17][C:16](=O)[CH2:15][CH2:14]1>>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:16]3[CH2:17][CH2:18][NH:13][CH2:14][CH:15]=3)=[CH:7][NH:8]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 871116-ChloroindoleHCID 2723901Piperonylamine

Product 1

HCID 100598546-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 6-chloroindole (4.0 g, 26 mmol) and 4-piperidone hydrochloride hydrate (8.0 g, 52 mmol). The product was isolated as a yellow solid. Yield 3.7 g (61%). mp 181°-185° C. FDMS m/e=234 (M+ of free base).

Workup

  1. customThe product was isolated as a yellow solid

Sources & evidence

ORD record
ord-967eea238b944472ba59726a3c0c4560
Source dataset
uspto-grants-1998_08
Patent number
US05789402

Reaction notes

Loading…