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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 64294Generated: October 28, 2026

7-((1,3-Dioxoisoindolin-2-yl)methyl)-2-(4-phenoxyphenyl) pyrazolo[1,5-a]pyrimidine-3-carbonitrile → HCID 117668178, compound

https://huagongshe.com/reaction/64294

Reaction equation

Participants

RoleNameHCIDCharge
Reactant7-((1,3-Dioxoisoindolin-2-yl)methyl)-2-(4-phenoxyphenyl) pyrazolo[1,5-a]pyrimidine-3-carbonitrileHCID 117668278—
CatalystHydrazine hydrate (1:1)HCID 24654—
SolventMethanolHCID 887—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 117668178HCID 11766817871%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 7-((1,3-dioxoisoindolin-2-yl)methyl)-2-(4-phenoxyphenyl) pyrazolo[1,5-a]pyrimidine-3-carbonitrile (290 mg, 0.62 mmol) in 5 mL of MeOH and 5 mL of dioxane was added 12 drops of hydrazine hydrate. The reaction mixture was stirred and heated to 60° C. for 3 hr. The mixture was concentrated and suspended in 20 mL of solvent (DCM/MeOH=10/1). The mixture was filtered and the filtrate was concentrated and purified by the flash chromatography eluting with EA followed by DCM/MeOH (10/1) to give 150 mg (71%) of 7-(aminomethyl)-2-(4-phenoxyphenyl) pyrazolo[1,5-a]pyrimidine-3-carbonitrile as a solid. MS (ESI) m/e [M+1]+ 342.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447106B2
Source datasetuspto-grants-2016_09
ORD IDord-e87a42ea2d624bf58da0154037513290
Source noteuspto-grants-2016_09