5-Chloroindole → 5-chloro-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole

HRID 481667Notes

Reaction equation

HRID 481667 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[CH:5]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]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[C:16]1[CH2:17][CH2:18][NH:13][CH2:14][CH:15]=1

Participants

3

Reactant 2

HCID 871105-ChloroindoleHCID 2723901Piperonylamine

Product 1

HCID 30505325-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 5-chloroindole (3.0 g, 20 mmol) and 4-piperidone hydrochloride hydrate (6.0 g, 40 mmol). The product was isolated as a yellow solid. Yield 1.45 g (31%). mp 185°-188° C. FDMS m/e=234 (M+ of free base).

Workup

  1. customThe product was isolated as a yellow solid

Sources & evidence

ORD record
ord-e442f6eb47614f929f558a93620efadd
Source dataset
uspto-grants-1998_08
Patent number
US05789402

Reaction notes

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