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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2224245Generated: October 31, 2026

Potassium Carbonate → 7-(4-chlorophenyl)-8-(pyridin-4-yl)-2-((5-(trifluoromethyl)pyridin-2-yl)methyl)-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one

https://huagongshe.com/reaction/2224245

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant7-(4-chlorophenyl)-8-(pyridin-4-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-oneHCID 59716743—
Reactant2-(Chloromethyl)-5-(trifluoromethyl)pyridine hydrochlorideHCID 68691446—
SolventDimethylformamideHCID 6228—
Product7-(4-chlorophenyl)-8-(pyridin-4-yl)-2-((5-(trifluoromethyl)pyridin-2-yl)methyl)-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-oneHCID 5971684855.9%

Reaction Conditions

Temperature65 °C

Reaction Steps

A solution of 7-(4-chlorophenyl)-8-(pyridin-4-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one (32.4 mg, 0.1 mmol), prepared as described in Example 244, K2CO3 (56 mg, 0.4 mmol), and 2-chloromethyl-5-trifluoromethylpyridine hydrochloride (37 mg, 0.4 mmol) in DMF (0.4 mL) was heated at 65° C. for 2 h. Using a similar procedure as described in Example 247, the crude product was obtained. The crude product was purified by reverse phase HPLC to give the title compound, 7-(4-chlorophenyl)-8-(pyridin-4-yl)-2-((5-(trifluoromethyl)pyridin-2-yl)methyl)-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one, (27 mg) as a yellow solid. HPLC RT: 2.78 min; M+H=483; 1H NMR (CDCl3): δ 8.82 (s, 1H), 8.62 (m, 2H), 8.24 (s, 1H), 7.91 (m, 1H), 7.38-7.10 (m, 7H), 5.45 (2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07378418B2
Source datasetuspto-grants-2008_05
ORD IDord-a063460a4576495ca834a572af08b2dc
Source noteuspto-grants-2008_05