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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 64260Generated: October 29, 2026

Sodium borohydride → 7-(3-Aminophenyl)-2-(4-phenoxyphenyl)-4,5,6,7-tetrahydro pyrazolo[1,5-a]pyrimidine-3-carbonitrile

https://huagongshe.com/reaction/64260

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
Reactant7-(3-Aminophenyl)-2-(4-phenoxyphenyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrileHCID 117668187—
SolventEthanolHCID 702—
Product7-(3-Aminophenyl)-2-(4-phenoxyphenyl)-4,5,6,7-tetrahydro pyrazolo[1,5-a]pyrimidine-3-carbonitrileHCID 13692813589.1%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 7-(3-aminophenyl)-2-(4-phenoxyphenyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile (150 mg, 0.372 mmol) in ethanol (10 mL) was added NaBH4 (70 mg, 1.86 mmol). The mixture was stirred at rt for 16 hr and 60° C. for 2 hr. Then the reaction mixture was concentrated to a residue and partitioned between EA (50 mL) and brine (40 mL). Organic layer was separated from aqueous layer, washed with brine (50 mL×2), dried over Na2SO4 and concentrated to afford 135 mg (crude) of 7-(3-aminophenyl)-2-(4-phenoxyphenyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carbonitrile as a yellow solid. MS (ESI) m/e [M+1]+ 408.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447106B2
Source datasetuspto-grants-2016_09
ORD IDord-25fcdf31b3934f5687f8d846796b100b
Source noteuspto-grants-2016_09