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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1713566Generated: November 3, 2026

Ethyl Acetate → HCID 23122046, compound

https://huagongshe.com/reaction/1713566

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant1,2,3,6-TetrahydropyridineHCID 12750—
ReactantChloroacetyl isocyanateHCID 78209—
Reactant1,1-Diphenyltetrahydro-1H-oxazolo[3,4-a]pyrazin-3(5H)-oneHCID 23121881—
SolventTetrahydrofuranHCID 8028—
ProductHCID 23122046HCID 2312204672.4%

Reaction Conditions

Temperature-20 °C

Reaction Steps

Hexahydro-1,1-diphenyl-3H-oxazolo[3,4-a]pyrazin-3-one (0.22 g, 0.75 mmol) was dissolved in tetrahydrofuran (7.5 mL). 2-Chloroacetyl isocyanate (0.10 g, 0.83 mmol) was added thereto, and the mixture was stirred at −20° C. for 1 hour. 1,2,3,6-Tetrahydropyridine (0.27 mL, 3.0 mmol) was added thereto, and the mixture was stirred at room temperature for 24 hours. To the reaction solution was added ethyl acetate, and the resulting mixture was washed with a 0.5 M aqueous sodium hydrogen carbonate solution, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified with silica gel column chromatography (hexane:ethyl acetate=1:1 to ethyl acetate), and then crystallized from ethyl acetate-hexane to obtain the title compound (0.25 g, yield 72%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07795267B2
Source datasetuspto-grants-2010_09
ORD IDord-2663997350aa483fa83612ed199f1feb
Source noteuspto-grants-2010_09