6-Chloroindole → 6-Chloro-3-(1,2,3,6-tetrahydro-1,3-dimethyl-4-pyridinyl)-1H-indole

HRID 1003554Notes

Reaction equation

[Cl: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)[CH:14]([CH3:19])[CH2:13]1>>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:15]3[CH:14]([CH3:19])[CH2:13][N:12]([CH3:11])[CH2:17][CH:16]=3)=[CH:7][NH:8]2)=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 871116-Chloroindole

HCID 1073111,3-Dimethyl-4-piperidone

Product 1

HCID 187972006-Chloro-3-(1,2,3,6-tetrahydro-1,3-dimethyl-4-pyridinyl)-1H-indoleYield 63%

Procedure

Beginning with 0.97 gm (6.4 mMol) 6-chloro-1H-indole and 1.6 gm (13.0 mMol) 1,3-dimethyl-4-piperidone, 1.05 gm (63%) of the title compound were recovered as a crystalline solid.

Sources & evidence

ORD record: ord-677fe81f51de4c14aa3981b7c1a5dd15
Source dataset: uspto-grants-2000_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06046215

Reaction notes

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