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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 872083Generated: October 30, 2026

Benzenepropanoic acid, 4-methoxy-beta-oxo-, ethyl ester → 3-(4-chlorophenyl)-7-(4-methoxyphenyl)-2-methylpyrazolo[1,5-a]pyrimidin-5(4H)-one

https://huagongshe.com/reaction/872083

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenepropanoic acid, 4-methoxy-beta-oxo-, ethyl esterHCID 76150—
ReactantHCID 178434635HCID 178434635—
SolventPyridineHCID 1049—
Product3-(4-chlorophenyl)-7-(4-methoxyphenyl)-2-methylpyrazolo[1,5-a]pyrimidin-5(4H)-oneHCID 13640907648.2%

Reaction Steps

3-Methyl-4-(4-chlorophenyl)-1H-pyrazol-5-amine (166 mg) and ethyl 3-(4-methoxyphenyl)-3-oxopropanoate (266 mg) are stirred overnight at 95° C. in a pyridine (10 mL) solvent. After lowering reaction temperature to room temperature, the reaction solvent is removed by distillation under reduced pressure. The remainder is extracted with ethyl acetate and water. The extracted organic layer is washed with brine and dehydrated with anhydrous MgSO4. The dehydrated organic layer is distilled under reduced pressure and 141 mg of the target compound is obtained by column chromatography. 1H NMR (CDCl3, 300 MHz) δ 11.40 (br, 1H), 7.98 (d, J=8.7 Hz, 2H), 7.44 (m, 4H), 6.97 (d, J=8.7 Hz, 2H), 4.06 (br, 1H), 3.89 (s, 3H), 2.17 (s, 3H), 2.25 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08975264B2
Source datasetuspto-grants-2015_03
ORD IDord-fb9fbfd6898c42e0a63cca40066dbcbd
Source noteuspto-grants-2015_03