Cesium carbonate → tert-butyl 9-((5-chloro-2-((1-methyl-1H-imidazol-4-yl)amino)pyrimidin-4-yl)amino)-3-azaspiro[5.5]undecane-3-carboxylate

Participants

Reaction Conditions

Reaction Steps

To a solution of tert-butyl 3-[(2,5-dichloropyrimidin-4-yl)amino]-9-azaspiro[5.5]undecane-9-carboxylate (500 mg, 1.204 mmol), 1-methylimidazol-4-amine (176.1 mg, 1.813 mmol) and cesium carbonate (1.19 g, 3.65 mmol) in anhydrous dioxane (10 mL) were added BINAP (148.6 mg, 0.2386 mmol) and Pd(OAc)2 (54.1 mg, 0.241 mmol). The reaction was under an inert atmosphere and stirred at 150° C. under microwave irradiation for 2 h. The reaction solution was concentrated in vacuo and the residue was purified by silica gel column chromatography with (DCM/MeOH (v/v)=30/1) to give the title compound as a yellow solid (292 mg, 50.97%).

Provenance & Evidence