4-(1H-Indol-3-YL)cyclohexanone → 3-(4-oxocyclohexyl)-1H-indole-5-carbonitrile

HRID 428502

Reaction equation

HRID 428502 reaction equation
N1C2C(=CC=CC=2)C(C2CCC(=O)CC2)=C1.O1[C:21]2([CH2:26][CH2:25][CH:24]([C:27]3[C:35]4[C:30](=[CH:31][CH:32]=[C:33]([C:36]#[N:37])[CH:34]=4)[NH:29][CH:28]=3)[CH2:23][CH2:22]2)[O:20]CC1>>[C:36]([C:33]1[CH:34]=[C:35]2[C:30](=[CH:31][CH:32]=1)[NH:29][CH:28]=[C:27]2[CH:24]1[CH2:25][CH2:26][C:21](=[O:20])[CH2:22][CH2:23]1)#[N:37]

Participants

3

Reactant 2

HCID 108462644-(1H-Indol-3-YL)cyclohexanoneHCID 155219733-(1,4-Dioxa-spiro[4,5]dec-8-yl)-5-cyano-1H-indole

Product 1

HCID 112418863-(4-oxocyclohexyl)-1H-indole-5-carbonitrileYield 81%

Procedure

This compound was prepared in the manner described above for intermediate 3a by replacing 3-(1,4-dioxa-spiro[4,5]dec-8-yl)-1H-indole with 3-(1,4-dioxa-spiro[4,5]dec-8-yl)-5-cyano-1H-indole (6 g) to afford 4.03 g (81%) of the title compound as a white solid: mp 162.5-164° C.

Workup

  1. customThis compound was prepared in the manner

Sources & evidence

ORD record
ord-363ced524074411ea8c2145efb9a10ce
Source dataset
uspto-grants-2001_11
Patent number
US06313126B1

Linked notes

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