反应详情

温度

130 °C

A mixture of 2-chloro-isonicotinonitrile [Talik et al. Rocz. Chem.; 29; 1955; 1019, 1025.] (13.9 g, 0.1 mol), Pd2 dba3 (2.0 g, 2 mmol), Xantphos (3.6 g, 6.22 mmol), cesium carbonate (39.1 g, 120 mmol) and methylurea (37.04 g, 0.5 mol) in dioxane (800 mL), under a nitrogen atmosphere was heated for 8 hours at 130° C. (bath temperature). On cooling the reaction mixture was concentrated in vacuo. The residue was partitioned between CH2Cl2 and water. The organic phase was washed with brine, dried, filtered and concentrated in vacuo. The residue was purified by chromatography on silica gel (gradient elution: 100% hexane to 100% EtOAc) to give 1-(4-cyano-pyridin-2-yl)-3-methyl-urea (12.1 g) as a solid; Mp. 203-204° C.

1. temperatureOn cooling the reaction mixture
2. concentrationwas concentrated in vacuo
3. customThe residue was partitioned between CH2Cl2 and water
4. washThe organic phase was washed with brine
5. customdried
6. filtrationfiltered
7. concentrationconcentrated in vacuo
8. customThe residue was purified by chromatography on silica gel (gradient elution: 100% hexane to 100% EtOAc)