Iodoethane → HCID 11259682, compound

Participants

Reaction Steps

To a vigorously stirred suspension of sodium hydride (0.004 g, 0.17 mmol) in N,N-dimethylformamide (0.5 mL) under nitrogen was added a solution of (2-bromo-4-isopropyl-phenyl)-[8-(1-ethyl-propyl)-4-methyl-5,6,7,8-tetrahydro-pyrido[2,3-d]pyrimidin-2-yl]-amine (XIV; 0.056 g, 0.13 mmol) in N,N-dimethylformamide (0.5 mL). After 30 minutes at room temperature, iodoethane (0.026 g, 0.17 mmol) was added, and the resulting mixture was stirred at room temperature for 14 hours. The reaction mixture was then poured onto water (20 mL) and extracted with ethyl acetate (3×20 mL). The combined extracts were washed with brine (10 mL), dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The yellow oil so obtained was chromatographed over silica gel, eluting with a gradient of 20 to 50% ethyl acetate in hexane, to afford 116 as a pale yellow oil (0.040 g, 67%). ESIMS m/z 459 (M+H).

Provenance & Evidence