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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 588588Generated: October 30, 2026

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

https://huagongshe.com/reaction/588588

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant1-(Chloroacetyl)pyrrolidineHCID 88440—
ReactantCID 86717288HCID 86717288—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product2-[4-Chloro-5-phenyl-3-(trifluoromethyl)pyrazolo[3,4-c]pyridazin-1-yl]-1-pyrrolidin-1-yl-ethanoneHCID 8671728914.8%

Reaction Steps

Sodium hydride (18 mg, 0.45 mmol) was added to a solution of 4-chloro-5-phenyl-3-(trifluoromethyl)-1H-pyrazolo[3,4-c]pyridazine (115 mg, 0.38 mmol) and 2-chloro-1-pyrrolidin-1-yl-ethanone (81 mg, 0.55 mmol) in dry DMF (1.5 ml) and the reaction stirred for 21 h. Water and CH2Cl2 where added and the aqueous phase was extracted with CH2Cl2. The organic phases where combined, dried over MgSO4, filtered and evaporated. The residue was purified by column chromatography (silica gel, ethyl acetate/isohexane 2:8 to 1:0) followed by preparative HPLC yielding Compound Iaa as a white solid (23 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09227976B2
Source datasetuspto-grants-2016_01
ORD IDord-bb455252fea34fda80cd8a3a506dd730
Source noteuspto-grants-2016_01