4-(1H-Indol-3-YL)cyclohexanone → 4-(4-Fluoro-1H-3-indolyl)-cyclohexanone

HRID 428498Notes

Reaction equation

HRID 428498 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]=[CH:33][C:34]=4[F:36])[NH:29][CH:28]=3)[CH2:23][CH2:22]2)[O:20]CC1>>[F:36][C:34]1[CH:33]=[CH:32][CH:31]=[C:30]2[C:35]=1[C:27]([CH:24]1[CH2:23][CH2:22][C:21](=[O:20])[CH2:26][CH2:25]1)=[CH:28][NH:29]2

Participants

3

Reactant 2

HCID 108462644-(1H-Indol-3-YL)cyclohexanoneHCID 184140883-(1,4-Dioxa-spiro[4,5]dec-8-yl)-4-fluoro-1H-indole

Product 1

HCID 184141744-(4-Fluoro-1H-3-indolyl)-cyclohexanoneYield 110.1%

Procedure

This compound was prepared in the manner described above for 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)-4-fluoro-1H-indole (4.0 g) to afford 3.7 g (63%) of the title compound as a white solid: mp 104-106° C.

Workup

  1. customThis compound was prepared in the manner

Sources & evidence

ORD record
ord-bd6ef706474f404abfbacbd0f23de10e
Source dataset
uspto-grants-2001_11
Patent number
US06313126B1

Reaction notes

Loading…