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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 383462Generated: October 31, 2026

N-bromobutanimide → 4-(3-bromo-1-(4-methoxyphenyl)-1H-indol-2-yl)-3,5-dimethylisoxazole

https://huagongshe.com/reaction/383462

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
Reactant4-(1-(4-methoxyphenyl)-1H-indol-2-yl)-3,5-dimethylisoxazoleHCID 58378200—
SolventDimethylformamideHCID 6228—
Product4-(3-bromo-1-(4-methoxyphenyl)-1H-indol-2-yl)-3,5-dimethylisoxazoleHCID 5837822498%

Reaction Steps

NBS (59 mg, 0.33 mmol) was added to a cooled (0° C.) solution of 4-(1-(4-methoxyphenyl)-1H-indol-2-yl)-3,5-dimethylisoxazole (105 mg, 0.33 mmol) in 5 ml of DMF. The temperature was allowed to warm to RT and the mixture was stirred at RT for 30 min DMF was evaporated. DCM and water were added and the phases were separated. After evaporation of the solvents, the residue was purified by flash chromatography with heptane/EtOAc 9:1 to provide 4-(3-bromo-1-(4-methoxyphenyl)-1H-indol-2-yl)-3,5-dimethylisoxazole in 98% yield. ES/MS m/z: 365.14 (M+H), 363.30 (M−H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367665B2
Source datasetuspto-grants-2013_02
ORD IDord-3c31b660fc62435fbdd83109c9dac8a2
Source noteuspto-grants-2013_02