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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 539064Generated: October 27, 2026

Sodium hydride → (S)-3-(3-bromopyrazolo[1,5-a]pyrimidin-5-yl)-4-ethyloxazolidin-2-one

https://huagongshe.com/reaction/539064

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
Reactant(S)-4-ethyloxazolidin-2-oneHCID 7832546—
Reactant3-Bromo-5-chloropyrazolo(1,5-a)pyrimidineHCID 45480507—
SolventDimethylformamideHCID 6228—
Product(S)-3-(3-bromopyrazolo[1,5-a]pyrimidin-5-yl)-4-ethyloxazolidin-2-oneHCID 6703395656.3%

Reaction Steps

To a solution of 3-bromo-5-chloropyrazolo[1,5-a]pyrimidine (0.375 g, 1.61 mmol) and (S)-4-ethyloxazolidin-2-one (0.279 g, 2.42 mmol) in DMF (10 mL) was added sodium hydride (0.0968 g, 2.42 mmol) at ambient temperature. The mixture was stirred for 18 hours. Saturated aqueous NH4Cl was added and the solids were collected by filtration. Purification of the crude material by column chromatography (1-10% EtOAc in DCM) provided (S)-3-(3-bromopyrazolo[1,5-a]pyrimidin-5-yl)-4-ethyloxazolidin-2-one (0.282 g, 56% yield) as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08865726B2
Source datasetuspto-grants-2014_10
ORD IDord-efb800951b63423b9528848313f9d9e4
Source noteuspto-grants-2014_10