反应详情

温度

90 °C

(R)-1-(Dimethylamino)propan-2-ol (0.667 g, 6.47 mmol) was added dropwise to a suspension of NaH (60% in oil; 0.388 g, 9.71 mmol) in dioxane (16.2 mL) and stirred for 30 minutes. 5-Amino-3-chloropyrazine-2-carbonitrile (Intermediate I-2) (1.00 g, 6.47 mmol) was added in one portion and the mixture was heated at 90° C. for 14 hours. After cooling, water (200 mL) was added and the solution was extracted with Et2O (4×100 mL), dried over MgSO4, and the volatiles removed under vacuum. Gradient column chromatography eluting with MeOH: 1% NH3 in CH2Cl2, gave (R)-5-amino-3-((1-(dimethylamino)propan-2-yl)oxy)pyrazine-2-carbonitrile (0.558 g, 2.52 mmol, 39% yield) as a yellow solid.

1. temperatureAfter cooling
2. extractionthe solution was extracted with Et2O (4×100 mL)
3. dry with materialdried over MgSO4
4. customthe volatiles removed under vacuum
5. washGradient column chromatography eluting with MeOH