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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1528072Generated: November 1, 2026

Sodium hydride → HCID 86686559, compound

https://huagongshe.com/reaction/1528072

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
ReactantBromomethylcyclopropaneHCID 81503—
ReactantHCID 86686556HCID 86686556—
SolventDimethylformamideHCID 6228—
ProductHCID 86686559HCID 86686559—

Reaction Steps

To a solution of 4-fluoro-3,3-dimethyl-5-nitro-1,3-dihydro-2H-indol-2-one (300 mg) in DMF (10 mL) were added sodium hydride (69.6 mg) and (bromomethyl)cyclopropane (0.193 mL) at 0° C., and the mixture was allowed to be warmed to room temperature, and stirred overnight under a nitrogen atmosphere. The reaction mixture was cooled to 0° C., saturated aqueous ammonium chloride solution was added thereto, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (317 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090586B2
Source datasetuspto-grants-2015_07
ORD IDord-84591d6445b3481a89b9a5aff5821365
Source noteuspto-grants-2015_07