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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 584793Generated: October 30, 2026

Water → Ethyl 7-cyano-3-mesityl-2,5-dimethylpyrazolo[1,5-a]pyrimidin-6-carboxylate

https://huagongshe.com/reaction/584793

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
ReactantEthyl 7-chloro-3mesityl-2,5-dimethylpyrazolo[1,5-a]pyrimidin-6-carboxylateHCID 22249592—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
ProductEthyl 7-cyano-3-mesityl-2,5-dimethylpyrazolo[1,5-a]pyrimidin-6-carboxylateHCID 22249848—

Reaction Conditions

Temperature150 °C

Reaction Steps

Tetrakis(triphenylphosphine)palladium (0) (691 mg, 0.592 mmol) and zinc cyanide (402 mg, 3.25 mmol) were added to a solution of ethyl 7-chloro-3-mesityl-2,5-dimethylpyrazolo[1,5-a]pyrimidin-6-carboxylate (1.1 g, 2.96 mmol) in N,N-dimethylformamide (10 mL), followed by stirring at 150° C. for four hours. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate and evaporated, and the residue was purified by silica gel column chromatography (15% ethyl acetate/hexane), to give the title compound (1 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06927221B2
Source datasetuspto-grants-2005_08
ORD IDord-c87760a565f741c68f741512b1d64928
Source noteuspto-grants-2005_08