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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2178515Generated: November 1, 2026

Dichloromethane → HCID 89500542, compound

https://huagongshe.com/reaction/2178515

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantCyclobutanolHCID 76218—
ReactantPotassium tert-butoxideHCID 23665647—
ReactantHCID 89500387HCID 89500387—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
ProductHCID 89500542HCID 89500542—

Reaction Steps

Potassium tert-butoxide (337 mg, 3 mmol, 3 eq) is added portionwise at room temperature to a solution of cyclobutanol (144 mg, 2 mmol, 2 eq) in DMSO (2 ml) and the mixture is stirred for 2 days. 2-Fluoro-6-(pyrrolidin-3-yl)pyridine hydrochloride (202 mg, 1 mmol, 1 eq) in DMSO (2 ml) is added and the mixture is stirred for 48 hours. Dichloromethane and water are then added to the reaction mixture, and the two phases are separated after vigorous shaking. The aqueous layer is reextracted with dichloromethane. The combined organic layers are dried on MgSO4, filtered and the filtrate condensed under reduced pressure to afford crude 2-(cyclobutyloxy)-6-(pyrrolidin-3-yl)pyridine a1-72, which is used in the next step without any further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067930B2
Source datasetuspto-grants-2015_06
ORD IDord-d2a265d2ee574a03a042b4d21322e25e
Source noteuspto-grants-2015_06