Isopropylamine → HCID 49782487, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of isopropylamine (75 mg, 1.27 mmol) in dioxane (5 mL) under argon and at room temperature was added trimethylaluminium (0.6 mL of a 2M solution in toluene, 1.2 ml). After 1 h, a solution of 2-[2-(5-methyl-3-phenyl-isoxazol-4-yl)-ethyl]-thiazole-5-carboxylic acid (100 mg, 0.32 mmol) in dioxane (5 mL) was added and the reaction mixture warmed to 90° C. After 3 h, the reaction mixture was cooled, quenched with ice water and extracted with dichloromethane. The combined extracts were washed with Seignette's salt solution then dried, filtered, and concentrated. Purification by chromatography (silica, 0 to 3% methanol in dichloromethane) gave the title compound (78 mg, 69%) as a pale yellow oil. MS: m/e=356.1 [M+H]+.

Provenance & Evidence