反应详情

温度

55 °C

Methyl 2-amino-5-bromoisonicotinate (100 g, 433 mmol) was dissolved in chloroform (600 mL) and placed into a 1 L sealed tube. Propyl isocyanate (122.5 mL, 1.29 mol) was then added. The reactor was heated at 55° C. for 72 h at which time the reaction was determined to be complete. The mixture was then cooled to room temperature, concentrated under reduced pressure, and the solid was dissolved in 2:1 ethyl acetate: tetrahydrofuran (3 L). This solution was washed with water (2×200 mL), and the water was back extracted with ethyl acetate (300 mL). The organic layers were then dried with sodium sulfate, filtered, and concentrated yielding 129 g (95%) of methyl 5-bromo-2-(3-propylureido)isonicotinate as a dark yellow solid.

1. customsealed tube
2. temperatureThe mixture was then cooled to room temperature
3. concentrationconcentrated under reduced pressure
4. dissolutionthe solid was dissolved in 2:1 ethyl acetate
5. washThis solution was washed with water (2×200 mL)
6. extractionthe water was back extracted with ethyl acetate (300 mL)
7. dry with materialThe organic layers were then dried with sodium sulfate
8. filtrationfiltered
9. concentrationconcentrated