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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 873728Generated: October 30, 2026

Water → HCID 86724269, compound

https://huagongshe.com/reaction/873728

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantLithium borohydrideHCID 4148881—
ReactantHCID 86724272HCID 86724272—
SolventTetrahydrofuranHCID 8028—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 86724269HCID 86724269—

Reaction Steps

Under ice cooling, to a solution of LiBH4 (458 mg, 21.0 mmol) in THF (30 mL) was added a solution of ethyl {6-bromo-4-[(tert-butylsulfinyl)amino]-4H-spiro[chromene-3,1′-cyclopropan]-4-yl}(difluoro)acetate (5.05 g, 10.5 mmol) in THF (20 mL), and the mixture was stirred for 15 minutes at same temperature and stirred for 2 hours at room temperature. After adding H2O and brine, the mixture was extracted with EtOAc. The organic layer was dried over MgSO4 and concentrated to obtain crude N-[6-bromo-4-(1,1-difluoro-2-hydroxyethyl)-4H-spiro[chromene-3,1′-cyclopropan]-4-yl]-2-methylpropane-2-sulfinamide. The desired compound (4.6 g) was applied to the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08975415B2
Source datasetuspto-grants-2015_03
ORD IDord-cd301ed2c3ed4058af21360e53197178
Source noteuspto-grants-2015_03