Potassium Carbonate → HCID 46838739, compound

Participants

Reaction Steps

A 20 mL reaction vessel was charged with ethyl 4-chloro-6-methyl-2-(methylthio)pyrimidine-5-carboxylate (1.00 g, 4.06 mmol), 4-(tert-butoxycarbonylamino)phenylboronic acid (1.00 g, 4.22 mmol), and tetrakis(triphenyl)phosphine)palladium(0) (0.17 g, 0.15 mmol) in 10 mL dioxane. The reaction mixture was purged with N2 for 25 minutes with stirring. To the mixture was added potassium carbonate (1.17 g, 8.44 mmol) in 4 mL H2O. The biphasic mixture was purged with N2 for 10 minutes. The mixture was stirred at 90° C. for 14 hours. The mixture was diluted with EtOAc, and washed with H2O. The separated organic layer was dried over Na2SO4. The solvents were removed by a rotavapor yielding brown oily residue. The residue was purified by silica gel chromatography using a gradient 0-5% MeOH in dichloromethane providing white solid (1.12 g, 68%). MS m/z: 319 (M+1)+.

Provenance & Evidence