Dimethylformamide → 1,3-Dimethyl-5-triisopropylsilanyloxy-tetrahydro-pyrimidin-2-one

Participants

Reaction Steps

NaH (141 mmol) was added portionwise to a solution of 5-triisopropylsilanyloxy-tetrahydro-pyrimidin-2-one (Step P9) (28.2 mmol) in DMF (200 mL) at 0° C. After 15 min, the reaction was warmed to rt. After 2 h, the mixture was cooled to 0° C., treated with methyl iodide (197 mmol) and then allowed to warm to rt overnight. The reaction mixture was quenched by addition of water and extracted with toluene. The aqueous layer was washed with EtOAc. The combined organic layers were washed with a saturated aqueous NaHCO3 solution, dried (Na2SO4), filtered, and concentrated. The residue was used without further purification. ESI-MS: tR=1.33 min, [M+H]+ 301.3 (LC-MS 1).

Provenance & Evidence