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

HRID 1003558Notes

Reaction equation

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

Participants

Reactant 2

HCID 2723901Piperonylamine

HCID 27745047-Fluoro-1H-indole

Product 1

HCID 120834537-Fluoro-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indoleYield 66%

Procedure

Beginning with 2.0 gm (14.8 mMol) 7-fluoro-1H-indole and 4.6 gm (30.0 mMol) 4-piperidone hydrochloride monohydrate, 2.1 gm (66%) of the title compound were recovered as a white solid.

Sources & evidence

ORD record: ord-2994a95059174121bad2d407ee608b68
Source dataset: uspto-grants-2000_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06046215

Reaction notes

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