Sodium Carbonate → HCID 44539627, 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) and 3-bromophenol (18 mg) were added to a microwave vial. Pd(dppf)Cl2 (8 mg) and 1,4-dioxane (1 ml) were then added. Sodium carbonate (44 mg) in water (1 ml) was added and the reaction was heated under microwave irradiation at 140° C. for 20 min. The reaction was filtered through a 1 g silica SPE cartridge, washing with DCM:MeOH (3:1) then evaporated to dryness. The residue was dissolved in a mixture of DMSO (1.2 ml) and MeOH (0.4 ml) and purified by MDAP (method F). The product-containing fraction was left overnight then evaporated to dryness. The residue was taken up in DCM and a few drops of TFA were added before sonicating the reaction overnight. The residue was dissolved in dioxane/water (1:1, v/v, 2 ml), frozen in cardice and freeze-dried overnight to give the title compound (2 mg).

Provenance & Evidence