Isopropylamine → HCID 46897361, compound

Participants

Reaction Conditions

Reaction Steps

Trimethylaluminum (0.57 mL of a 2 M solution in hexane, 1.15 mmol) was slowly added to a solution of isopropylamine (68.2 mg, 1.15 mmol) in dioxane (5.0 mL) and stirred at 80° C. for 1 h. Then a solution of 3-[3-(4-fluoro-phenyl)-5-hydroxymethyl-isoxazol-4-ylmethoxy]-isoxazole-5-carboxylic acid methyl ester (100 mg, 0.29 mmol) in dioxane (5.0 mL) was added dropwise. The mixture was stirred at 85° C. overnight. After cooling to room temperature and extractive workup (ethyl acetate/aqueous saturated Seignette's salt solution) the organic phase was dried (Na2SO4) and filtered. Purification by chromatography (silica, ethyl acetate:heptane=3:7 to 1:1) afforded the title compound (50 mg, 46%) as a white solid. MS: m/e=373.9 [M−H]−.

Provenance & Evidence