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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2200159Generated: October 30, 2026

HCID 11063780, compound → HCID 11030408, compound

https://huagongshe.com/reaction/2200159

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 11063780HCID 11063780—
SolventTetrahydrofuranHCID 8028—
ProductHCID 11030408HCID 1103040892.5%

Reaction Steps

Add borane-tetrahydrofuran complex (1M, 15 mL) dropwise to the solution of 3,3-difluoro-5-nitroindolin-2-one (650 mg, 3 mmol) in THF (10 mL) at 0° C. After addition, stir the reaction at 70° C. for 5 hrs. Concentrate under reduced pressure, add ethyl acetate to the residue, wash the organic layer with saturated sodium bicarbonate solution twice and then with brine twice, dry over anhydrous sodium sulfate. Concentrate under reduced pressure to obtain the crude product. Purify by flash chromatography (silica gel, EtOAc:PE=1:3) to yield the title compound (500 mg, 91.5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359338B2
Source datasetuspto-grants-2016_06
ORD IDord-6acaf589071b406ebf2ec1ccaf42a530
Source noteuspto-grants-2016_06