Potassium Carbonate → HCID 44540398, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 5-(methylsulfonyl)-3-pyridinylboronic acid (24 mg, 0.12 mmol, available from Combi-Blocks Inc.) in 1,4-dioxane (1 ml) was added a solution of N-(6-bromo-1H-indazol-4-yl)-2-methyl-1,3-thiazole-4-carboxamide (34 mg, 0.10 mmol), also in 1,4-dioxane (1 ml). A solution of potassium carbonate (17 mg, 0.12 mmol) in water (0.2 ml) was then added, followed by Pd(dppf)Cl2 (10 mg). The reaction vessel was sealed and heated in CEM Discover at 150° C. for 30 min. The mixture was cooled and the solvent was evaporated in vacuo using the Genevac to give the crude products. The sample was loaded in methanol and applied to reverse phase (C18) cartridge (500 mg) and eluted using MeCN/TFA 0.1% (3×3 ml). The appropriate fractions were combined and dried under a stream of nitrogen then the residue was dissolved in (3:1, DMSO:MeOH, 0.5 ml) and purified by MDAP (Method C) to afford the title compound, (2.4 mg).

Provenance & Evidence