Triethylamine → HCID 58504487, compound

Participants

Reaction Steps

Triethylamine (0.65 mL, 4.69 mmol) and methanesulfonyl chloride (0.34 mL, 4.36 mmol) were added dropwise to a solution of [(2S,5R)-4-(2-amino-6-chloro-4-pyrimidinyl)-5-methyl-2-morpholinyl]methanol (1.00 g, 3.88 mmol) in CH2Cl2 (35 mL), and the mixture was stirred at room temperature under nitrogen. After 75 minutes another portion each of triethylamine (0.16 mL, 1.16 mmol) and methanesulfonyl chloride (0.076 mL, 0.97 mmol) were added dropwise and stirring continued for an additional 30 minutes. The reaction mixture was then poured into saturated aqueous NaHCO3 (100 mL) and extracted with CH2Cl2 (3×75 mL). The extracts were dried (Na2SO4), filtered, and concentrated in vacuo to give the title compound (1.53 g, about 85% purity) as a white foam. LC-MS (ES) m/z=337, 339 [M+H]+.

Provenance & Evidence