1-(2-Bromo-5-fluorophenyl)ethan-1-one → HCID 58244778, compound

HRID 1486421Notes

Reaction equation

HRID 1486421 reaction equation
[CH:1]1([C:7]2[C:15]3[C:10](=[CH:11][C:12]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])=[CH:13][CH:14]=3)[NH:9][C:8]=2[C:23]2[CH:28]=[CH:27][C:26]([F:29])=[CH:25][C:24]=2[CH:30]=[O:31])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Br[C:33]1C=CC(F)=CC=1C(=O)C>>[C:30]([C:24]1[CH:25]=[C:26]([F:29])[CH:27]=[CH:28][C:23]=1[C:8]1[NH:9][C:10]2[C:15]([C:7]=1[CH:1]1[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1)=[CH:14][CH:13]=[C:12]([C:16]([O:18][C:19]([CH3:20])([CH3:21])[CH3:22])=[O:17])[CH:11]=2)(=[O:31])[CH3:33]

Participants

3

Reactant 2

HCID 227360801-(2-Bromo-5-fluorophenyl)ethan-1-oneHCID 58244825HCID 58244825, compound

Product 1

HCID 58244778HCID 58244778, compoundYield 65%

Procedure

The title product tert-butyl 2-(2-acetyl-4-fluorophenyl)-3-cyclohexyl-1H-indole-6-carboxylate 33c was synthesized following the procedure reported for the synthesis of tert-butyl 3-cyclohexyl-2-(4-fluoro-2-formylphenyl)-1H-indole-6-carboxylate 32d, using 1-(2-bromo-5-fluorophenyl)ethanone 33b instead of 2-bromo-5-fluorobenzaldehyde 32c, and was obtained in 65% yield as a white solid; m/z 436 [M+H]+.

Workup

  1. customwas obtained in 65% yield as a white solid

Sources & evidence

ORD record
ord-c50a2134dddd4a61b74a7386b3afa134
Source dataset
uspto-grants-2016_08
Patent number
US09427440B2

Reaction notes

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