Potassium Phosphate, Tribasic → HCID 89995494, compound

Participants

Reaction Conditions

Reaction Steps

A solution of (3S,4S)-tert-butyl 3-((2-bromo-7-carbamoylimidazo[1,2-b]pyridazin-8-yl)amino)-4-methylpyrrolidine-1-carboxylate (200 mg, 0.455 mmol), 1-ethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (202 mg, 0.911 mmol), and 2M aq K3PO4 (0.683 ml, 1.366 mmol) in dioxane (2 ml) in a reaction vial was purged with N2 for 2 min, followed by addition of PdCl2(dppf) CH2Cl2 Adduct (1:1) (37.5 mg, 0.046 mmol). The reaction mixture was purged with nitrogen for 1 min, sealed and heated at 100° C. for 120 min. The product mixture was partitioned between EtOAc and water. The organic phase was washed with brine, filtered through CELITE®, dried (Na2SO4) and concentrated. The crude product was purified by flash column (ISCO 12 g, 20-80% EtOAc/hexane over 15 min) to afford (3S,4S)-tert-butyl 3-((7-carbamoyl-2-(1-ethyl-1H-pyrazol-4-yl)imidazo[1,2-b]pyridazin-8-yl)amino)-4-methylpyrrolidine-1-carboxylate as an off-white solid, 139 mg. ESI-MS (Method A): m/z 455.2 ([M+H]+).

Provenance & Evidence