Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 928249Generated: October 30, 2026

Ethyl Acetoacetate → HCID 178429158, compound

https://huagongshe.com/reaction/928249

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetoacetateHCID 8868—
Reactant3-Amino-5-phenylpyrazoleHCID 136655—
SolventTolueneHCID 1140—
ProductHCID 178429158HCID 17842915881.3%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 5-phenyl-1H-pyrazol-3-ylamine (501 mg, 3.15 mmol) and 3-oxobutanoic acid ethyl ester (0.433 mL, 3.39 mmol) in anhydrous toluene (2.9 mL) is heated at 120° C. in a sealed vial. After 2 hr, the reaction is cooled to room temperature. The precipitate is collected in a Buchner funnel and washed with hexanes to afford 5-methyl-2-phenylpyrazolo[1,5-a]pyrimidin-7(4H)-one (577 mg, yield 81%). LCMS: (AA) M+1 226; 1H NMR (400 MHz, DMSO) δ 12.35 (s, 1H), 8.01-7.92 (m, 2H), 7.49-7.43 (m, 2H), 7.42-7.37 (m, 1H), 6.57 (s, 1H), 5.60 (s, 1H), 2.29 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09290500B2
Source datasetuspto-grants-2016_03
ORD IDord-3e4b30f5db3c4472a36b1ce16f3d903b
Source noteuspto-grants-2016_03