Methyl iodide → (S)-benzyl 1'-(5-ethylpyrimidin-2-yl)-2-oxo-1,4'-bipiperidin-3-yl(methyl)carbamate

Participants

Reaction Steps

(S)-benzyl 1′-(5-ethylpyrimidin-2-yl)-2-oxo-1,4′-bipiperidin-3-ylcarbamate (Example 58, Steps A-B; 0.250 g, 0.571 mmol) was dissolved in DMF (5 mL). 60% NaH (0.0274 g, 0.686 mmol) was added and stirred for 5 minutes. Iodomethane (0.071 mL, 1.1 mmol) was added and stirred at ambient temperature overnight. The reaction was concentrated and purified over silica gel (25-100% EtOAc in hexanes) to afford (S)-benzyl 1′-(5-ethylpyrimidin-2-yl)-2-oxo-1,4′-bipiperidin-3-yl(methyl)carbamate (100 mg, 0.22 mmol, 39% yield).

Provenance & Evidence