Phosphorus oxychloride → HCID 117988658, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 900 mg of 6-chloro-3-ethylsulfanylpyridazine-4-carboxylic acid (2-methylamino-5-trifluoromethylpyridin-3-yl)-amide, 3.5 ml of phosphorus oxychloride, 592 mg of N,N-diisopropylethylamine and 15 ml of toluene was heated and stirred at 100° C. for 4 hours. Water was poured to the cooled reaction mixture, and the mixture was stirred at room temperature for 1 hour. The reaction mixture was neutralized with a saturated aqueous sodium bicarbonate solution, extracted with t-butyl methyl ether. The organic layer was washed with water, and then dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue was applied to a silica gel column chromatography to obtain 534 mg of 2-(6-chloro-3-ethylsulfanylpyridazin-4-yl)-3-methyl-6-trifluoromethyl-3H-imidazo[4,5-b]pyridine (hereinafter, referred to as Compound of Present Invention 16).

Provenance & Evidence