反应详情

A mixture of methyl 7-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonyl-amino]-10H-9-oxa-1,2-diazaphenanthrene-8-carboxylate (Intermediate 1, 0.249 g), lithium hydroxide monohydrate (0.474 g), dioxan (9 mL) and water (2.25 mL) was irradiated in the microwave at 135° C. for 45 minutes. The resulting solution was diluted with methanol, acidified with formic acid and evaporated in vacuo. The residue was dissolved in ethanol and toluene and evaporated in vacuo. The residue was triturated with 20% methanol in dichloromethane and filtered. The filtrate was evaporated in vacuo and the residue was purified by chromatography on silica, eluting with a mixture of methanol and DCM with a gradient of 0-30% to give a gum which was dissolved in acetone. A solid precipitated out on standing. This was collected by filtration to give 7-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-10H-9-oxa-1,2-diazaphenanthrene-8-carboxylic acid (0.178 g) as a white solid.

1. customwas irradiated in the microwave at 135° C. for 45 minutes
2. customevaporated in vacuo
3. dissolutionThe residue was dissolved in ethanol
4. customtoluene and evaporated in vacuo
5. customThe residue was triturated with 20% methanol in dichloromethane
6. filtrationfiltered
7. customThe filtrate was evaporated in vacuo
8. customthe residue was purified by chromatography on silica
9. washeluting with a mixture of methanol and DCM with a gradient of 0-30%
10. customto give a gum which
11. customA solid precipitated out
12. filtrationThis was collected by filtration