Methylamine → HCID 67158058, compound

Participants

Reaction Steps

A solution of trimethylaluminium (2 M in toluene, 800 □L, 1.6 mmol) was added dropwise (exothermic) to a solution of methylamine (2 M in THF, 800 □L, 1.6 mmol) in dioxane (10 mL) and the resulting mixture was stirred at room temperature for 1 h. Then a solution of 6-[3-(3-fluoro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-pyridazine-3-carboxylic acid ethyl ester (143 mg, 0.4 mmol) in dioxane (5 mL) was added. The resulting mixture was heated at 85-95° C. for 18 h, cooled to room temperature, poured into a sodium potassium tartrate solution and extracted with ethyl acetate which was then washed with brine, dried over sodium sulfate and evaporated. Purification by chromatography (SiO2, heptane:ethyl acetate=100:0 to 1:1) afforded the title compound (122 mg, 99%) which was obtained as a white solid. MS: m/e=343.3 [M+H]−.

Provenance & Evidence