5-Bromoindole → 5-Bromo-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole

HRID 1003562Notes

Reaction equation

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

Participants

Reactant 2

HCID 249055-Bromoindole

HCID 2723901Piperonylamine

Product 1

HCID 27637245-Bromo-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indoleYield 93.5%

Procedure

Beginning with 6.2 gm (31.6 mMol) 5-bromo-1H-indole and 4.7 gm (30.6 mmol) 4-piperidone monohydrate hydrochloride, 7.93 gm (93%) of the title compound were recovered as a solid.

Sources & evidence

ORD record: ord-c8a77bec938c43eb84344ad49febd5ab
Source dataset: uspto-grants-2000_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06046215

Reaction notes

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