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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 64268Generated: October 25, 2026

2-(4-(Benzyloxy)phenyl)-7-(2-nitrophenyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile → 7-(2-Aminophenyl)-2-(4-hydroxyphenyl)-4,5,6,7-tetrahydro pyrazolo[1,5-a]pyrimidine-3-carbonitrile

https://huagongshe.com/reaction/64268

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(4-(Benzyloxy)phenyl)-7-(2-nitrophenyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrileHCID 117668318—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
Product7-(2-Aminophenyl)-2-(4-hydroxyphenyl)-4,5,6,7-tetrahydro pyrazolo[1,5-a]pyrimidine-3-carbonitrileHCID 13692808962.1%

Reaction Steps

To a solution of 2-(4-(benzyloxy)phenyl)-7-(2-nitrophenyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile (2 g, 4.47 mmol) in CH3OH (20 mL) and DCM (20 mL) was added 10% w/w Pd/C (300 mg). The mixture was stirred at RT under H2 for 16 hr. Filtered and purified by chromatography column on silica gel (elution with DCM/CH3OH) to afford 0.92 g (62%) of 7-(2-aminophenyl)-2-(4-hydroxyphenyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carbonitrile as a yellow solid. MS (ESI, m/e) [M+1]+ 331.9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447106B2
Source datasetuspto-grants-2016_09
ORD IDord-4a6284adca83431c8acee971e997d1ae
Source noteuspto-grants-2016_09