反应详情

温度

100 °C

To a 10 mL vial was added 1-cyclohexyl-N-(2,6-dichloro-5-quinolinyl)-cyclopropanecarboxamide (example 26 (b)) (0.13 g), N,N-dimethyl-1,3-propanediamine (0.13 mL) and acetonitrile (3 mL). The vial was sealed and heated at 100° C. in a microwave for 20 minutes followed by 30 minutes at 110° C. The solvent was removed from the cooled reaction under reduced pressure, saturated aqueous sodium hydrogen carbonate solution (30 mL) was added and the mixture was extracted with dichloromethane (3×50 mL). The combined organics were washed with water (50 mL) and brine (50 mL) before being dried, filtered and concentrated. Purification (Varian SCX cartridge, using methanol and 10% ammonia in methanol as eluant) gave a crude product which was further purified by chromatography (SiO2, ammonia:methanol:dichloromethane, 1:2.5:96.5 as eluant). The product was converted to its hydrochloride salt by dissolution in dichloromethane and treatment with 4M hydrogen chloride in 1,4 dioxane (5 mL). Removal of volatiles and recrystallisation from methanol/acetonitrile afforded the title compound (0.075 g).

1. customThe vial was sealed
2. customThe solvent was removed from the cooled reaction under reduced pressure, saturated aqueous sodium hydrogen carbonate solution (30 mL)
3. additionwas added
4. extractionthe mixture was extracted with dichloromethane (3×50 mL)
5. washThe combined organics were washed with water (50 mL) and brine (50 mL)
6. custombefore being dried
7. filtrationfiltered
8. concentrationconcentrated
9. customPurification (Varian SCX cartridge, using methanol and 10% ammonia in methanol as eluant)
10. customgave a crude product which
11. customwas further purified by chromatography (SiO2, ammonia:methanol:dichloromethane, 1:2.5:96.5 as eluant)
12. dissolutionThe product was converted to its hydrochloride salt by dissolution in dichloromethane
13. customRemoval of volatiles and recrystallisation from methanol/acetonitrile