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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 588590Generated: October 30, 2026

Sodium hydride → 2-(4-Chloro-3-cyclopropyl-5-phenyl-pyrazolo[3,4-c]pyridazin-1-yl)-1-pyrrolidin-1-yl-ethanone

https://huagongshe.com/reaction/588590

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant1-(Chloroacetyl)pyrrolidineHCID 88440—
ReactantHCID 86717280HCID 86717280—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product2-(4-Chloro-3-cyclopropyl-5-phenyl-pyrazolo[3,4-c]pyridazin-1-yl)-1-pyrrolidin-1-yl-ethanoneHCID 8671729046%

Reaction Steps

Sodium hydride (60% in mineral oil, 18 mg, 0.44 mmol) was added to a solution of 4-chloro-3-cyclopropyl-5-phenyl-1H-pyrazolo[3,4-c]pyridazine (100 mg, 0.37 mmol) and 2-chloro-1-(pyrrolidin-1-yl)ethanone (82 mg, 0.55 mmol) in dry DMF (3 mL) at room temperature for 16 h. The reaction mixture was diluted with ethyl acetate and water. The organic layer was washed with water, dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by column chromatography (silica gel, CH2Cl2/diethyl ether 8:2) to provide Compound Iee as a solid (65 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09227976B2
Source datasetuspto-grants-2016_01
ORD IDord-5b90b7c0b19f4b43a87066a381f77a24
Source noteuspto-grants-2016_01