4-(1H-Indol-3-YL)cyclohexanone → 4-(6-Fluoro-1H-indol-3-YL)cyclohexanone

HRID 428499Notes

Reaction equation

HRID 428499 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][C:32]([F:36])=[CH:33][CH:34]=4)[NH:29][CH:28]=3)[CH2:23][CH2:22]2)[O:20]CC1>>[F:36][C:32]1[CH:31]=[C:30]2[C:35]([C:27]([CH:24]3[CH2:23][CH2:22][C:21](=[O:20])[CH2:26][CH2:25]3)=[CH:28][NH:29]2)=[CH:34][CH:33]=1

Participants

3

Reactant 2

HCID 108462644-(1H-Indol-3-YL)cyclohexanoneHCID 184140863-(1,4-Dioxa-spiro[4,5]dec-8-yl)-6-fluoro-1H-indole

Product 1

HCID 154812814-(6-Fluoro-1H-indol-3-YL)cyclohexanoneYield 425.3%

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)-6-fluoro-1H-indole (5.4 g) to afford 19.29 g (99%) of the title compound as a white solid: mp 102-105° C.

Workup

  1. customThis compound was prepared in the manner

Sources & evidence

ORD record
ord-90a87b949cc44eda85911d18e3a2c306
Source dataset
uspto-grants-2001_11
Patent number
US06313126B1

Reaction notes

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