Sodium Carbonate → HCID 44539933, compound

Participants

Reaction Conditions

Reaction Steps

2-Methyl-N-[2-(tetrahydro-2H-pyran-2-yl)-6-(4,4,6,6-tetramethyl-1,3,2-dioxaborinan-2-yl)-2H-indazol-4-yl]-1,3-thiazole-4-carboxamide (50 mg), Pd(dppf)Cl2 (7.6 mg) and sodium carbonate (44 mg) were added to a 0.5-2 ml microwave vial. N-(5-Bromo-2-chloro-3-pyridinyl)-2-methylbenzenesulfonamide (37.5 mg) was added followed by 1,4-dioxane (0.5 ml) and water (0.5 ml). The reaction was heated at 140° C. for 20 min. The material was passed though a 1 g silica cartridge with DCM/methanol, then evaporated to dryness. The residue was dissolved in 1.6 ml DMSO:methanol (1:1, v/v), passed through a 1 g C18 cartridge, washing with acetonitrile and then evaporated in the blow down. The residue was dissolved in 1.6 ml DMSO:methanol (1:1, v/v) and purified by MDAP (method F). Pure fractions were combined, blown down, suspended in ca. 3 ml dioxane:water (1:1, v/v) and freeze-dried to give title compound (18 mg)

Provenance & Evidence