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

HRID 565542Notes

Reaction equation

HRID 565542 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:11]=[C:10]2[C:6]([CH:7]=[CH:8][NH:9]2)=[CH:5][CH:4]=1.O.Cl.[NH:16]1[CH2:21][CH2:20][C:19](=O)[CH2:18][CH2:17]1>>[F:13][C:2]([F:1])([F:12])[C:3]1[CH:11]=[C:10]2[C:6]([C:7]([C:19]3[CH2:20][CH2:21][NH:16][CH2:17][CH:18]=3)=[CH:8][NH:9]2)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 2723901PiperonylamineHCID 27775236-(Trifluoromethyl)indole

Product 1

HCID 112425616-trifluoromethyl-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-trifluoromethylindole (4.0 g, 22 mmol) and 4-piperidone hydrochloride hydrate (6.6 g, 43 mmol). The product was isolated as a white solid. Yield 3.7 g (64%). mp °C FDMS m/e=266 (M+ of free base).

Workup

  1. customThe product was isolated as a white solid

Sources & evidence

ORD record
ord-7871645523994ef58b5380dfd90e1216
Source dataset
uspto-grants-2001_01
Patent number
US06172073B2

Reaction notes

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