4-(5-Cyano-1-methyl-3-indolyl)cyclohexanone → 4-(5-Cyano-1-isopropyl-3-indolyl)-cyclohexanone

HRID 428515Notes

Reaction equation

HRID 428515 reaction equation
C(C1C=C2C(=CC=1)N(C)C=C2C1CCC(=O)CC1)#N.O1[C:24]2([CH2:29][CH2:28][CH:27]([C:30]3[C:38]4[C:33](=[CH:34][CH:35]=[C:36]([C:39]#[N:40])[CH:37]=4)[N:32]([CH:41]([CH3:43])[CH3:42])[CH:31]=3)[CH2:26][CH2:25]2)[O:23]CC1>>[C:39]([C:36]1[CH:37]=[C:38]2[C:33](=[CH:34][CH:35]=1)[N:32]([CH:41]([CH3:43])[CH3:42])[CH:31]=[C:30]2[CH:27]1[CH2:28][CH2:29][C:24](=[O:23])[CH2:25][CH2:26]1)#[N:40]

Participants

3

Reactant 2

HCID 154812824-(5-Cyano-1-methyl-3-indolyl)cyclohexanoneHCID 184140613-(1,4-Dioxa-spiro[4,5]-dec-8-yl)-5-cyano-1-isopropyl-indole

Product 1

HCID 184141484-(5-Cyano-1-isopropyl-3-indolyl)-cyclohexanoneYield 77.1%

Procedure

This compound was prepared in the manner described above for intermediate 6a by replacing 3-(1,4-dioxa-spiro[4,5]dec-8-yl)-5-cyano-1-methyl-indole with 3-(1,4-dioxa-spiro[4,5]-dec-8-yl)-5-cyano-1-isopropyl-indole (5.86 g, 16 mmol) to afford 3.46 g (63%) of the title compound as a white solid: mp 106-107° C.

Workup

  1. customThis compound was prepared in the manner

Sources & evidence

ORD record
ord-7394a975e0554faeb120de2a92f2b862
Source dataset
uspto-grants-2001_11
Patent number
US06313126B1

Reaction notes

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