反应详情

温度

100 °C

4-chloro-6,7-dimethoxy-3-quinolinecarboxylic acid (26 g) was suspended in DMF (1000 ml) with stirring under a nitrogen atmosphere, tBuOH (400 ml) was added followed by triethylamine (31 ml) and finally Diphenylphosphoryl azide (25 ml) The reaction was then heated to 100° C. for 7 hours with stirring. Cooled and then evaporated on a rotavapor. The residue was treated with dichloromethane, some solid was filtered off, the filtrate was then flash columned (Merck silica Art 9385) eluting with dichloromethane with a methanol gradient to 5%. To give 3-BOCamino-4-chloro-6,7-dimethoxyquinoline (21.6 g, 65%) and 3-amino-4-chloro-6,7-dimethoxyquinoline (4.4 g, 19%).

1. stirringwith stirring
2. temperatureCooled
3. customevaporated on a rotavapor
4. additionThe residue was treated with dichloromethane
5. filtrationsome solid was filtered off
6. washeluting with dichloromethane with a methanol gradient to 5%