Cyclopropanemethanamine → HCID 67157418, compound

Participants

Reaction Steps

A solution of trimethylaluminium (2 M in toluene, 587 μL, 1.2 mmol) was added dropwise (exothermic) to a solution of aminomethylcyclopropane (85 mg, 101 μL, 1.2 mmol) in dioxane (6 mL) and the resulting mixture was stirred at room temperature for 1 h. Then a solution of 6-(5-methyl-3-pyridin-4-yl-isoxazol-4-ylmethoxy)-pyridazine-3-carboxylic acid ethyl ester (100 mg, 0.29 mmol) in dioxane (4 mL) was added. The resulting mixture was heated at 85-95° C. for 3 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 0:100) afforded the title compound (78 mg, 73%) which was obtained as a light yellow solid. MS: m/e=366.3 [M+H]−.

Provenance & Evidence