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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1675150Generated: October 26, 2026

Water → 6-[4-[4-[2-(1H-pyrazol-1-yl)ethoxy]phenyl]piperazin-1-yl]-3-(trifluoromethyl)[1,2,4]triazolo[4,3-b]pyridazine

https://huagongshe.com/reaction/1675150

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPyrazoleHCID 1048—
ReactantSodium hydrideHCID 24758—
Reactant6-[4-[4-(2-Bromoethoxy)phenyl]piperazin-1-yl]-3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazineHCID 67340326—
SolventDimethylformamideHCID 6228—
Product6-[4-[4-[2-(1H-pyrazol-1-yl)ethoxy]phenyl]piperazin-1-yl]-3-(trifluoromethyl)[1,2,4]triazolo[4,3-b]pyridazineHCID 5914978768.6%

Reaction Conditions

Temperature20 °C

Reaction Steps

Sodium hydride (60% dispersion in oil, 16.97 mg, 0.42 mmol) was added to 1H-pyrazole (28.9 mg, 0.42 mmol) in DMF (2 mL) at 20° C. under nitrogen. The resulting suspension was stirred at 20° C. for 20 minutes. 6-[4-[4-(2-Bromoethoxy)phenyl]piperazin-1-yl]-3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazine (100 mg, 0.21 mmol) was added and the reaction stirred at 20° C. for 1 hour. Water (25 mL) was then added and the resulting precipitate filtered off, washed with ether and dried overnight under vacuum at 50° C. to give 6-[4-[4-[2-(1H-pyrazol-1-yl)ethoxy]phenyl]piperazin-1-yl]-3-(trifluoromethyl)[1,2,4]triazolo[4,3-b]pyridazine (66.0 mg, 68%) as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08003649B2
Source datasetuspto-grants-2011_08
ORD IDord-663f91a8951b4eb3bc14e6959afc9392
Source noteuspto-grants-2011_08