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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1851235Generated: October 31, 2026

Acetic Acid → 5-Chloro-6-(2,4-difluorophenyl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid methyl ester

https://huagongshe.com/reaction/1851235

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant5,7-Dichloro-6-(2,4-difluorophenyl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid methyl esterHCID 86703048—
CatalystZinc copper coupleHCID 10290809—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product5-Chloro-6-(2,4-difluorophenyl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid methyl esterHCID 8670304729.7%

Reaction Steps

500 mg (1.4 mmol) 5,7-Dichloro-6-(2,4-difluorophenyl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid methyl ester are dissolved in a mixture of 0.68 mL methanol and 3.9 mL THF. After addition of 0.16 mL acetic acid and 264 mg (2 mmol) zinc/copper pair, the mixture is vigorously stirred at rt over night. The reaction mixture is filtered via a glass microfibre filter and washed with plenty of methanol. The solvent has been removed and the residue purified by chromatography (silicagel, ethyl acetate/hexane). 134 mg (29.7%) of the desired product are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957064B2
Source datasetuspto-grants-2015_02
ORD IDord-fe637cf2adf84bc3b4204f64a1bbdc71
Source noteuspto-grants-2015_02