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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 571724Generated: November 1, 2026

Sodium Carbonate → 2-(benzyloxy)-6,7-dihydropyrazolo[1,5-a]pyrazin-4(5H)-one

https://huagongshe.com/reaction/571724

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactantethyl 3-(benzyloxy)-1-{2-[(tert-butoxycarbonyl)amino]ethyl}-1H-pyrazole-5-carboxylateHCID 86706489—
SolventHydrochloric AcidHCID 313—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product2-(benzyloxy)-6,7-dihydropyrazolo[1,5-a]pyrazin-4(5H)-oneHCID 7271478799%

Reaction Steps

Ethyl 3-(benzyloxy)-1-{2-[(tert-butoxycarbonyl)amino]ethyl}-1H-pyrazole-5-carboxylate (0.51 g, 1.31 mmol) was dissolved in a 4 M solution of HCl in 1,4-dioxane (6.53 mL). The mixture was stirred at room temperature for 1 hour and then basified with a saturated solution of Na2CO3. The mixture was stirred at room temperature for 1 hour, diluted with water and extracted with DCM. The organic layer was separated, dried (Na2SO4), filtered and the solvents evaporated in vacuo. The crude product was purified by flash column chromatography (silica; 7 M solution of ammonia in MeOH in DCM 0/100 to 10/90). The desired fractions were collected and the solvents evaporated in vacuo to yield 2-(benzyloxy)-6,7-dihydropyrazolo[1,5-a]pyrazin-4(5H)-one (0.31 g, 99% yield) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029366B2
Source datasetuspto-grants-2015_05
ORD IDord-8f052d13990e4e9e8476f1d0aa6169ad
Source noteuspto-grants-2015_05