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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2378540Generated: November 1, 2026

Water → HCID 21914412, compound

https://huagongshe.com/reaction/2378540

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2,5-DibromopyridineHCID 69353—
ReactantCyclopentanemethanolHCID 77195—
ReactantPotassium tert-butoxideHCID 23665647—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 21914412HCID 21914412—

Reaction Steps

A solution of potassium t-butoxide (550.6 mg, WAKO) in dehydrated THF (10 ml) was added with cyclopentane methanol (450 μl), and then added with a solution of 2,5-dibromopyridine (982.8 mg, TCI) in dehydrated THF (15 ml) under ice cooling. The reaction mixture was stirred for 30 minutes, then warmed to room temperature, and stirred for 11 hours. The reaction mixture was added with water (100 ml) and ethyl acetate (60 ml) for extraction. The organic layer was washed successively with saturated aqueous sodium hydrogencarbonate and saturated brine sequentially, and dried, and then the solvent was evaporated under reduced pressure. The residue was purified by column chromatography (Quad, hexane:ethyl acetate=15:1) to obtain the title compound (Intermediate 28, 896 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07470807B2
Source datasetuspto-grants-2008_12
ORD IDord-e3eb2071b3764fbeb5ca72d73799014d
Source noteuspto-grants-2008_12