Potassium Carbonate → HCID 86700259, compound

Participants

Reaction Steps

A mixture 5-methyl-1-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrimidine-2,4(1H,3H)-dione (50 mg, 0.154 mmol), (S)-ethyl 2-(2-bromo-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyacetate (51 mg, 0.103 mmol), Pd(PPh3)4 (12 mg, 0.01034 mmol) and 2M potassium carbonate (0.15 mL, 0.309 mmol) was heated at 105-120° C. for 5 h. Reaction mixture was stirred over the weekend at rt, diluted with ethyl acetate and washed with brine, dried (MgSO4), filtered, concentrated and purified by Gilson HPLC (Gemini, 5 to 100% ACN/H2O+0.1% TFA). Product-containing fractions were diluted with ethyl acetate, washed with saturated sodium bicarbonate solution/brine. Organic layer was dried (MgSO4), filtered, and concentrated to give desired product. LCMS-ESI+: calc'd for C33H33ClN3O5S: 618.2 (M+H+); Found: 618.2 (M+H+).

Provenance & Evidence