Isopropylamine → HCID 49782712, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of isopropylamine (56 mg, 0.95 mmol) in dioxane (2 mL) under argon and at room temperature was added trimethylaluminium (0.47 mL of a 2M solution in toluene, 0.94 mmol). After 1 h, a solution of 4-methyl-2-[(E)-2-(5-methyl-3-phenyl-isoxazol-4-yl)-vinyl]-thiazole-5-carboxylic acid methyl ester (80 mg, 0.24 mmol) in dioxane (2 mL) was added and the reaction mixture warmed to 90° C. After 24 h, the reaction mixture was cooled, quenched with ice and Seignettes's salt solution, then extracted with ethyl acetate. The combined organic extracts were dried, filtered and concentrated. Purification by chromatography (silica, 10 to 80% ethyl acetate in heptane) gave the title compound (40 mg, 46%) as an off white solid. MS: m/e=368.1 [M+H]+.

Provenance & Evidence