Potassium Phosphate, Tribasic → 6-chloro-3-methoxy-4-(2-methylpyridin-4-yl)-1-trityl-1H-pyrazolo[4,3-c]pyridine

Participants

Reaction Conditions

Reaction Steps

4,6-dichloro-3-methoxy-1-trityl-1H-pyrazolo[4,3-c]pyridine (37B, 75 mg, 0.163 mmol), 2-methylpyridine-4-boronic acid pinacol ester (39.3 mg, 0.179 mmol), and Xphos Precatalyst 2nd generation (10.25 mg, 0.013 mmol) were taken up in THF (1.1 ml). The mixture was evacuated and back-filled with N2 gas (3×). Potassium phosphate tribasic (104 mg, 0.489 mmol) in Water (543 μl) (degassed) was then added to the reaction mixture. The reaction was allowed to stir at 60° C., for 1 hour. The reaction was then filtered through celite and loaded onto silica gel. The reaction mixture was purified by MPLC 0-50% EtOAc/DCM to give 6-chloro-3-methoxy-4-(2-methylpyridin-4-yl)-1-trityl-1H-pyrazolo[4,3-c]pyridine (49B). MS: [M+H]+ m/z 517.

Provenance & Evidence