Diisopropylethylamine → tert-butyl 4-fluoro-2-(5-nitro-4-(tetrahydro-2H-pyran-4-ylamino)pyrimidin-2-ylamino)phenylcarbamate

Participants

Reaction Steps

To the solution of 96 mg (0.95 mmol) of 4-amino-tetrahydropyran in 35 mL anhydrous THF was added 0.35 g (0.86 mmol) tert-butyl 4-fluoro-2-(5-nitro-4-thiocyanatopyrimidin-2-ylamino)phenylcarbamate, then 0.3 mL N,N-diisopropylethyl amine (1.7 mmol). The slightly cloudy mixture was stirred at room temperature for 3 hrs till HPLC showed the completion of reaction. The mixture became clear then. The reaction mixture was diluted with EtOAc, washed with brine twice, and then dried over Na2SO4. Solvents were removed under vacuum to give 0.28 g (˜70% yield) orange-yellow solid as the crude product.

Provenance & Evidence