Nitrogen → HCID 66716967, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 2-bromo-imidazo[2,1-b][1,3,4]thiadiazole (0.469 g, 2.3 mmol, 1 eq), 3-(trifluoromethyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine (1.7 g, 3.5 mmol, 1.5 eq), dioxane (8 mL) and a sat. aq. solution of K2CO3 (1 mL) was degassed (N2, 5 min) at RT. Pd(Ph3P)2Cl2 (0.404 g, 0.250 mmol, 1 eq) was added, and the reaction mixture was heated at 110° C. under N2 for 2 h. The solvent was evaporated, and the residue was taken up in AcOEt and n-BuOH and washed with water. The organic phase was separated, dried (Na2SO4), filtered and concentrated. The residue was treated with MeOH, filtered off and dried to give the desired product (0.244 g, 37%). HPLC-MS (10-95% B in 4 min at 0.5 mL+2 min 100% B, flow 0.8 mL/min, 50° C.): tR=3.61 min, [M+H]+ m/z 286.0.

Provenance & Evidence