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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 550558Generated: October 25, 2026

Ethyl Acetate → HCID 11558927, compound

https://huagongshe.com/reaction/550558

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant5-Amino-4-cyanopyrazoleHCID 85515—
ReactantN-[3-[3-(dimethylamino)-1-oxo-2-propenyl]phenyl]-N-methyl-methanesulfonamideHCID 67197697—
SolventAcetic AcidHCID 176—
ProductHCID 11558927HCID 1155892771.3%

Reaction Steps

A mixture of 0.1 g (0.93 mmol) of 4-cyano-2H-pyrazol-3-ylamine and 0.26 g (0.93 mmol) of N-[3-[3-(dimethylamino)-1-oxo-2-propenyl]phenyl]-N-methyl-methanesulfonamide in 10 ml of glacial acetic acid was refluxed for 8 hours and then the solvent was removed by reduced pressure distillation. To the resulting residue were added 10 ml of dichloromethane and 10 ml of saturated sodium bicarbonate solution. The two layers were separated, and the aqueous layer was washed with 10 ml of dichloromethane. The organic layers were washed with 10 ml of water and dried over magnesium sulfate. The dichloromethane layer was evaporated to dryness to yield an oil which, in the presence of ethyl acetate, gave 217 mg of N-[3-(3-cyano-pyrazolo[1,5-a]pyrimidin-7-yl)-phenyl]-N-methyl-methanesulfonamide as a yellow solid (yield 71%; m.p.=193-195° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07947688B2
Source datasetuspto-grants-2011_05
ORD IDord-0b39a367e9244fb8b46a320d827267c8
Source noteuspto-grants-2011_05