1-Methyl-4-piperidone → 6-fluoro-3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole

Reaction equation

[F:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[CH:7][NH:8]2)=[CH:4][CH:3]=1.[CH3:11][N:12]1[CH2:17][CH2:16][C:15](=O)[CH2:14][CH2:13]1>>[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:15]3[CH2:16][CH2:17][N:12]([CH3:11])[CH2:13][CH:14]=3)=[CH:7][NH:8]2)=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 740491-Methyl-4-piperidone

HCID 3512786-Fluoroindole

Product 1

HCID 187973056-fluoro-3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indoleYield 70%

Procedure

Beginning with 1.00 gm (7.4 mMol) 6-fluoro-1H-indole and 1.82 mL (14.8 mMol) 1-methyl-4-piperidone, 1.18 gm (70%) of the title compound were recovered as a colorless crystalline solid.

Sources & evidence

ORD record: ord-13574ec52061416b87e1731df67bd44a
Source dataset: uspto-grants-2000_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06046215

Reaction notes

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