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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 888894Generated: November 2, 2026

Water → HCID 59361521, compound

https://huagongshe.com/reaction/888894

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
Reactant5-Bromo-2-fluoropyridineHCID 2783168—
ReactantHCID 67302960HCID 67302960—
SolventDimethylformamideHCID 6228—
ProductHCID 59361521HCID 5936152110.2%

Reaction Steps

Under an argon atmosphere, a solution of 4,4-dimethyl-1-(hydroxyacetyl)-2-(adamantan-2-yl)-1,2-diazetidin-3-one (14.0 mg, 0.0480 mmol) in N,N-dimethylformamide (0.5 mL) was added with sodium hydroxide (excess amount) and 5-bromo-2-fluoropyridine (26.4 mg, 0.150 mmol) at room temperature, and the resultant was stirred at the same temperature for 1 hour. The reaction solution was added with water and extracted with diethyl ether. The organic layer was dried over anhydrous sodium sulfate, concentrated in vacuo, the obtained residue was purified using Preparatory Thin-Layer chromatography (hexane:ethyl acetate=2:1), and the title compound (2.20 mg, 10.2%) was obtained as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08252781B2
Source datasetuspto-grants-2012_08
ORD IDord-ac32c5883b134e5a827aaef686c82cb5
Source noteuspto-grants-2012_08