反应详情

To 6-amino-8-bromo-1,7-naphthyridine (6.554 g) synthesized according to Tetrahedron Letters, 12, 1233, 1966 was added 48% hydrobromic acid (55 ml). Sodium nitrite (4.141 g) was added thereto in small portions under ice-cooling, and the mixture was stirred overnight. The reaction mixture was basified by adding 5N sodium hydroxide thereto, and it was extracted with ethyl acetate. The resulting organic layer was washed with water, dried (over MgSO4) and evaporated. The resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane system), to give the title compound as a yellowish orange solid (2.856 g, yield; 34%).

1. temperaturein small portions under ice-cooling
2. extractionit was extracted with ethyl acetate
3. washThe resulting organic layer was washed with water
4. dry with materialdried (over MgSO4)
5. customevaporated
6. customThe resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane system)