HCID 57474801, compound → HCID 57474812, compound

Participants

Reaction Conditions

Reaction Steps

Methyl 5-amino-2-(3-(tert-butyldiphenylsilyloxy)phenyl)-6-(tetrahydro-2H-pyran-4-ylamino)pyrimidine-4-carboxylate. Methyl 5-amino-2-chloro-6-(tetrahydro-2H-pyran-4-ylamino)pyrimidine-4-carboxylate. (0.400 g, 1.39 mmol) triisopropyl(3-(trimethylstannyl)phenoxy)silane (0.810 g, 1.95 mmol) and bisdichloro(triphenylphosphine)palladium (0) (0.292 g, 0.410 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 to 50% EtOAc in hexanes) to afford the title compound (0.361 g, 51%). MS (ESI) m/z 501.5 [M+1]+.

Provenance & Evidence