6-chloro-1H-indole-3-carboxylic acid → 5-Bromo-1'-[(6-chloro-1H-indol-3-yl)carbonyl]spiro[indole-3,4'-piperidin]-2(1H)-one

HRID 1866035Notes

Reaction equation

HRID 1866035 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:10]3([CH2:15][CH2:14][NH:13][CH2:12][CH2:11]3)[C:9](=[O:16])[NH:8][C:5]2=[CH:6][CH:7]=1.[Cl:17][C:18]1[CH:26]=[C:25]2[C:21]([C:22]([C:27](O)=[O:28])=[CH:23][NH:24]2)=[CH:20][CH:19]=1>>[Br:1][C:2]1[CH:3]=[C:4]2[C:10]3([CH2:11][CH2:12][N:13]([C:27]([C:22]4[C:21]5[C:25](=[CH:26][C:18]([Cl:17])=[CH:19][CH:20]=5)[NH:24][CH:23]=4)=[O:28])[CH2:14][CH2:15]3)[C:9](=[O:16])[NH:8][C:5]2=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 184532356-chloro-1H-indole-3-carboxylic acidHCID 596575825-Bromospiro[indoline-3,4'-piperidin]-2-one

Product 1

HCID 596577195-Bromo-1'-[(6-chloro-1H-indol-3-yl)carbonyl]spiro[indole-3,4'-piperidin]-2(1H)-one

Procedure

Following the general procedure I as described above, the acylation of 5-bromospiro[indole-3,4′-piperidin]-2(1H)-one with 6-chloro-1H-indole-3-carboxylic acid (preparation described in example 5 above), gave the title compound. ES-MS m/e (%): 458.3 (M+H+).

Sources & evidence

ORD record
ord-0699be0e88d64f328e475e0442963fd2
Source dataset
uspto-grants-2009_12
Patent number
US07629353B2

Reaction notes

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