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

HRID 1003563Notes

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

Reactant 2

HCID 2723901Piperonylamine

HCID 27775236-(Trifluoromethyl)indole

Product 1

HCID 112425616-trifluoromethyl-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indoleYield 64%

Procedure

Beginning with 4.0 gm (22.0 mMol) 6-trifluoromethyl-1H-indole and 6.6 gm (43.0 mMol) 4-piperidone hydrochloride monohydrate, 3.7 gm (64%) of the title compound were recovered as a white solid.

Sources & evidence

ORD record: ord-93eb397848fe4709b32a0238d196927e
Source dataset: uspto-grants-2000_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06046215

Reaction notes

Loading…