反应详情

温度

55 °C

Sodium hydride (0.00150 mol), ACN (5 ml), compound (1) (0.00135 mol) in 1,4-dioxane (10 ml), and ACN (10 ml) were combined under argon. The solution was stirred for 1 hour. 1-chloro-3-isocyanato-propane (0.00137 mol) was added. The reaction mixture was stirred for 1 hour. 1-methyl-pyrrolidinone (10 ml) was added. The reaction mixture was stirred for 16 hours. Then, the mixture was concentrated. The concentrate was partitioned between DCM/H2O. The resulting solution was filtered, dried over K2CO3, filtered, concentrated and the residue was treated with NH3 in 1,4-dioxane (12 ml, 0.5 M) and heated under pressure at 55° C. The resulting solution was concentrated and further purified by flash column chromatography (eluent: DCM/CH3OH 95/5). The pure fractions were collected and the solvent was evaporated, yielding 0.12 g (18.9%) of N-[3-[[4-[(4-cyanophenyl)amino]-6-[(2,6-dichlorophenyl) methyl]-1,3,5-triazin-2-yl]amino]propyl]urea (compound 23).

1. stirringThe reaction mixture was stirred for 1 hour
2. stirringThe reaction mixture was stirred for 16 hours
3. concentrationThen, the mixture was concentrated
4. customThe concentrate was partitioned between DCM/H2O
5. filtrationThe resulting solution was filtered
6. dry with materialdried over K2CO3
7. filtrationfiltered
8. concentrationconcentrated
9. additionthe residue was treated with NH3 in 1,4-dioxane (12 ml, 0.5 M)
10. concentrationThe resulting solution was concentrated
11. customfurther purified by flash column chromatography (eluent: DCM/CH3OH 95/5)
12. customThe pure fractions were collected
13. customthe solvent was evaporated