Water → HCID 58356402, compound

Participants

Reaction Conditions

Reaction Steps

N-(6-Bromo-1-methyl-1H-indazol-4-yl)-2-{[(2R,6S)-2,6-dimethyl-4-morpholinyl]methyl}-1,3-thiazole-4-carboxamide (100 mg, 0.215 mmol), 1H-indol-4-ylboronic acid (38.1 mg, 0.237 mmol), Pd(dppf)Cl2 (15.76 mg, 0.022 mmol) and tripotassium phosphate (137 mg, 0.646 mmol) were placed into a microwave vial with water (0.300 mL) and 1,4-dioxane (1.5 mL) and the mixture heated at 100° C. in a microwave for 10 mins. The solvent was blown off and the residue partitioned between water (10 ml) and DCM (10 ml). The organic layer was collected using a hydrophobic frit and the solvent blown off. The residue was purified by chromatography on silica eluting with 0-100% ethyl acetate in cyclohexane followed by 0-25% methanol to give the title compound.

Provenance & Evidence