反应详情

A mixture of 4-chloro-6-(3-morpholin-4-yl-propoxy)-[1.5]naphthyridine-3-carbonitrile (400 mg, 1.202 mmol), 5-amino cresol (222 mg, 1.8 mmol) and pyridine HCl salt (208 mg, 1.8 mmol) in ethoxyethanol (20 ml) was heated at reflux for 6 hrs under argon. After cooling, the solvent was removed by rotary evaporation. The residue was dissolved in ethyl acetate and treated with sat NaHCO3. The ethyl acetate layer was separated and the aqueous layer was extracted with ethyl acetate. The combined extracts were washed (sat NaHCO3 aq sol, brine), dried (Na2SO4), and concentrated. The residue was triturated with CH2Cl2, and ether and hexane were added to form a solid. The yellow solid was collected (200 mg, 40%) and dried. mass spectrum (electrospray, m/e): 420 (M+H); IR cm-1: 3322, 2226, 1628.

1. temperaturewas heated
2. temperatureat reflux for 6 hrs under argon
3. temperatureAfter cooling
4. customthe solvent was removed by rotary evaporation
5. dissolutionThe residue was dissolved in ethyl acetate
6. additiontreated with sat NaHCO3
7. customThe ethyl acetate layer was separated
8. extractionthe aqueous layer was extracted with ethyl acetate
9. washThe combined extracts were washed (sat NaHCO3 aq sol, brine)
10. dry with materialdried (Na2SO4)
11. concentrationconcentrated
12. customThe residue was triturated with CH2Cl2, and ether and hexane
13. additionwere added
14. customto form a solid
15. customThe yellow solid was collected (200 mg, 40%)
16. customdried