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

HRID 977388Notes

Reaction equation

HRID 977388 reaction equation
[Cl:1][C:2]1[C:10]([Cl:11])=[C:9]2[C:5]([CH:6]=[CH:7][NH:8]2)=[CH:4][CH:3]=1.O.Cl.[NH:14]1[CH2:19][CH2:18][C:17](=O)[CH2:16][CH2:15]1>>[Cl:1][C:2]1[C:10]([Cl:11])=[C:9]2[C:5]([C:6]([C:17]3[CH2:18][CH2:19][NH:14][CH2:15][CH:16]=3)=[CH:7][NH:8]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 2723901PiperonylamineHCID 122728026,7-dichloro-1H-indole

Product 1

HCID 185459816,7-dichloro-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 6,7-dichloroindole (1.4 g, 7.5 mmol) and 4-piperidone hydrochloride hydrate (2.3 g, 15 mmol). The product was isolated as a white solid. Yield 1.8 g (89%). mp 252°-254° C. FDMS m/e=268 (M+ of free base).

Workup

  1. customThe product was isolated as a white solid

Sources & evidence

ORD record
ord-6cb78f5ae0d64330abcc603028b1e06e
Source dataset
uspto-grants-1997_03
Patent number
US05614523

Reaction notes

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