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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1896086Generated: October 31, 2026

Sodium hydride → 5-chloro-N-(2-(isopropylsulfonyl)phenyl)pyrazolo[1,5-a]pyrimidin-7-amine

https://huagongshe.com/reaction/1896086

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant5,7-Dichloropyrazolo[1,5-a]pyrimidineHCID 11074154—
Reactant2-(Propane-2-sulfonyl)anilineHCID 12646366—
SolventDimethylformamideHCID 6228—
Product5-chloro-N-(2-(isopropylsulfonyl)phenyl)pyrazolo[1,5-a]pyrimidin-7-amineHCID 58375389—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 5,7-dichloro-pyrazolo[1,5-a]pyrimidine (1.0 mmol) and 2-(isopropylsulfonyl)aniline(1.0 mmol) in 5 mL of DMF, was added carefully NaH (24 mg). The resulting suspension was stirred at 50° C. for 2 hours. After cooling at RT and careful quenching (ice), water was added and the mixture was extracted with EtOAc. The organic layers were collected, dried (Na2SO4), filtrated and concentrated. The residue was purified over SiO2 column chromatography (eluent: 9:1 Hexane:EtOAc), to give the desired 5-chloro-N-(2-(isopropylsulfonyl)phenyl)pyrazolo[1,5-a]pyrimidin-7-amine. MS (ES+): 351.06 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08518931B2
Source datasetuspto-grants-2013_08
ORD IDord-5fe06219ef4442ba80f0705b978998ec
Source noteuspto-grants-2013_08