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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1773776Generated: October 25, 2026

Sodium Carbonate → HCID 67960066, compound

https://huagongshe.com/reaction/1773776

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactantethyl 1-{2-[(tert-butoxycarbonyl)amino]propyl}-3-(phenoxymethyl)-1H-pyrazole-5-carboxylateHCID 67958408—
SolventHydrochloric AcidHCID 313—
SolventDichloromethaneHCID 6344—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 67960066HCID 67960066106.8%

Reaction Steps

Rac-2-(2-tert-butoxycarbonylamino-propyl)-5-phenoxymethyl-2H-pyrazole-3-carboxylic acid ethyl ester (5.58 g, 5.53 mmol, 40% pure) was dissolved in a 4N solution of HCl in 1,4-dioxane (40 mL) under N2 at 0° C. The mixture was stirred at room temperature for 3 hours. The mixture was basified with a saturated solution of Na2CO3 and the mixture stirred at room temperature for 3 days. Then the mixture was diluted 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; AcOEt in DCM 0/100 to 70/30). The desired fractions were collected and the solvents evaporated in vacuo to yield rac-6-methyl-2-phenoxymethyl-6,7-dihydro-5H-pyrazolo[1,5-a]pyrazin-4-one (1.52 g, 91% yield) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09255103B2
Source datasetuspto-grants-2016_02
ORD IDord-654c5550ed6f4c969b242eb34f2b601f
Source noteuspto-grants-2016_02