Water → HCID 86710181, compound

Participants

Reaction Conditions

Reaction Steps

To a 50 mL sealed tube, methyl 5-(2-chloro-4-morpholinopyrido[3,2-d]pyrimidin-7-yl)furan-2-carboxylate (0.35 g, 0.0009 mol), (2-(tert-butoxycarbonyl)amino)pyrimidin-5-yl)boronic acid (0.33 g, 0.0014 mol), potassium phosphate (0.39 g, 0.0018 mol), DMF (15 mL) and water (5 mL) were added. The reaction mixture was degassed with N2 for 5-10 minutes. To the same reaction mixture, Pd(PPh3)4 (0.053 g, 0.000046 mol) was added and the mixture was degassed again with N2 for 5-10 minutes. The reaction mixture was stirred at 95° C. for 1 hour. The reaction mixture was cooled and mixed with water. A precipitate formed which was collected by filtration. The filtered solid was purified by flash column chromatography (3% methanol in chloroform) to provide methyl 5-(2-(2-((tert-butoxycarbonyl)amino)pyrimidin-5-yl)-4-morpholinopyrido[3,2-d]pyrimidin-7-yl)furan-2-carboxylate (0.3 g). LC-MS (ESI): Calculated mass: 533.0; Observed mass: 434.1 [M-Boc+H]+ (RT=1.60 min).

Provenance & Evidence