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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 588625Generated: October 31, 2026

Diisopropylethylamine → 4-Chloro-1-[2-(3,3-difluoropyrrolidin-1-yl)ethyl]-3,5-diphenyl-pyrazolo[3,4-c]pyridazine

https://huagongshe.com/reaction/588625

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant3,3-Difluoropyrrolidine hydrochlorideHCID 24903482—
Reactant4-chloro-1-(2-iodoethyl)-3,5-diphenyl-1H-pyrazolo[3,4-c]pyridazineHCID 86697020—
SolventDichloromethaneHCID 6344—
Product4-Chloro-1-[2-(3,3-difluoropyrrolidin-1-yl)ethyl]-3,5-diphenyl-pyrazolo[3,4-c]pyridazineHCID 8671732027.8%

Reaction Steps

A solution of 4-chloro-1-(2-iodoethyl)-3,5-diphenyl-1H-pyrazolo[3,4-c]pyridazine (91 mg, 0.2 mmol) in dry CH2Cl2 (2 mL) was added to 3,3-difluoropyrrolidine hydrochloride (143 mg, 1 mmol), DIPEA (0.2 mL, 1.1 mmol) was added and the reaction stirred for 5 days. The resultant residue was purified using chromatography (silica gel, gradient 20 to 50% ethyl acetate/isohexane, followed by preparative HPLC to provide Compound IIv as a white solid (24.5 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09227976B2
Source datasetuspto-grants-2016_01
ORD IDord-97a167dc0777455e97072bc13dc7b5dd
Source noteuspto-grants-2016_01