3-(Bromomethyl)pyridine → 1'-{[6-Chloro-1-(pyridin-3-ylmethyl)-1H-indol-3-yl]carbonyl}-1,2-dihydrospiro[indole-3,4'-piperidine]

HRID 2055443Notes

Reaction equation

HRID 2055443 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:11]([N:13]3[CH2:18][CH2:17][C:16]4([C:26]5[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=5)[NH:20][CH2:19]4)[CH2:15][CH2:14]3)=[O:12])=[CH:7][NH:8]2)=[CH:4][CH:3]=1.Br[CH2:28][C:29]1[CH:30]=[N:31][CH:32]=[CH:33][CH:34]=1>>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:11]([N:13]3[CH2:18][CH2:17][C:16]4([C:26]5[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=5)[NH:20][CH2:19]4)[CH2:15][CH2:14]3)=[O:12])=[CH:7][N:8]2[CH2:28][C:29]2[CH:30]=[N:31][CH:32]=[CH:33][CH:34]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 2459343-(Bromomethyl)pyridineHCID 596576911'-[(6-chloro-1H-indol-3-yl)carbonyl]-1,2-dihydrospiro[indole-3,4'-piperidine]

Product 1

HCID 596575651'-{[6-Chloro-1-(pyridin-3-ylmethyl)-1H-indol-3-yl]carbonyl}-1,2-dihydrospiro[indole-3,4'-piperidine]

Procedure

Following the general procedure III as described above, the alkylation of 1′-[(6-chloro-1H-indol-3-yl)carbonyl]-1,2-dihydrospiro[indole-3,4′-piperidine] (prepared according to example 8) with commercially available 3-bromomethyl-pyridine gave the title compound.

Sources & evidence

ORD record
ord-3777c2d2c1ef409bb0d5c9a62b861981
Source dataset
uspto-grants-2008_02
Patent number
US07332501B2

Reaction notes

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