HCID 57474817, compound → HCID 57474820, compound

Participants

Reaction Conditions

Reaction Steps

Methyl 5-amino-2-(3-(tert-butyldiphenylsilyloxy)phenyl)-6-((tetrahydro-2H-pyran-4-yl)methylamino)pyrimidine-4-carboxylate. Methyl 5-amino-2-chloro-6-((tetrahydro-2H-pyran-4-yl)methylamino)pyrimidine-4-carboxylate. (0.400 g, 1.33 mmol) triisopropyl(3-(trimethyl-stannyl)phenoxy)silane (0.772 g, 1.86 mmol) and bisdichloro(triphenylphosphine)palladium (0) (0.280 g, 0.400 mmol) were combined in dimethyl formamide (6 mL) and heated to 100° C. The reaction was monitored via thin layer chromatography. Once starting materials were consumed, the solution was condensed under reduced pressure and purified via Biotage chromatography (0-50% EtOAc in hexanes) to afford the title compound (0.276 g, 40%). MS (ESI) m/z 515.6 [M+1]+.

Provenance & Evidence