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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1412561Generated: November 2, 2026

Ethyl Acetate → 4'-({4-[4-(1-Methylethoxy)phenyl]-5-oxo-7-propyl-4,5-dihydropyrazolo[1,5-a]pyrimidin-6-yl}methyl)biphenyl-2-carbonitrile

https://huagongshe.com/reaction/1412561

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantEthyl 2-[(2'-cyanobiphenyl-4-yl)methyl]-3-oxohexanoateHCID 10020734—
ReactantN-[4-(1-methylethoxy)phenyl]-1H-pyrazol-5-amineHCID 67009388—
SolventWaterHCID 962—
SolventN,N-DiethylanilineHCID 7061—
Product4'-({4-[4-(1-Methylethoxy)phenyl]-5-oxo-7-propyl-4,5-dihydropyrazolo[1,5-a]pyrimidin-6-yl}methyl)biphenyl-2-carbonitrileHCID 6700911189%

Reaction Steps

N-[4-(1-Methylethoxy)phenyl]-1H-pyrazol-5-amine (0.37 g) and a solution of 1,8-diazabicyclo[5.4.0]undec-7-ene (0.051 mL) and ethyl 2-[(2′-cyanobiphenyl-4-yl)methyl]-3-oxohexanoate (1.2 g) in diethylaniline (5 mL) were stirred at 180° C. for 1 hr. The mixture was allowed to cool, ethyl acetate and water were added, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated. The residue was purified by silica gel column chromatography to give the title compound as a pale-yellow amorphous solid (0.76 g, 89%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08921379B2
Source datasetuspto-grants-2014_12
ORD IDord-8b3f98411b69445a9a556de471519ae4
Source noteuspto-grants-2014_12