Tetrabutylammonium Fluoride → N-cyclopropyl-4-{6-[5-(methylamino)-5-oxopent-1-yn-1-yl]-8-[(2-methylpropyl)amino]imidazo[1,2-a]pyrazin-3-yl}benzamide

Participants

Reaction Conditions

Reaction Steps

To a solution of 128 mg (0.3 mmol) 4-{6-bromo-8-[(2-methylpropyl)amino]imidazo[1,2-a]pyrazin-3-yl}-N-cyclopropylbenzamide in 1 mL THF were added 133 mg (1.2 mmol) N-methylpent-4-ynamide, 42 mg (0.06 mmol dichloropalladium-triphenylphosphane (1:2) and 363 mg (1.5 mmol) tetrabutylammoniumfluoride and the mixture was heated at 80° C. for 180 min in a microwave tube. The mixture was evaporated, redissolved in 2 mL DMSO, filtered and purified by HPLC to yield 60 mg (44%) of the title compound. UPLC-MS: RT=1.01 min; m/z (ES+) 459.6 [MH+]; required MW=458.6.

Provenance & Evidence