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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2205790Generated: November 1, 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/2205790

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 numberUS09371332B2
Source datasetuspto-grants-2016_06
ORD IDord-30e30366d0ee4adba853c24b87c3e70d
Source noteuspto-grants-2016_06