反应详情

A mixture of methyl 7-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-4H-5-oxa-3,9b-diazacyclopenta[a]naphthalene-6-carboxylate (Intermediate 24, 0.138 g) and lithium hydroxide monohydrate (0.421 g) in dioxane (8 mL) and water (2 mL) was irradiated in the microwave at 135° C. for 45 minutes. After cooling, the mixture was diluted with methanol, acidified with formic acid and concentrated in vacuo. The residue was triturated with a solution of methanol in DCM (15%) and the solid was removed by filtration. The filtrate was concentrated 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%. The resultant gum was triturated with ethyl acetate and the solid was collected by filtration to give 7-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-4H-5-oxa-3,9b-diazacyclopenta[a]naphthalene-6-carboxylic acid (0.091 g) as a white solid.

1. customwas irradiated in the microwave at 135° C. for 45 minutes
2. temperatureAfter cooling
3. concentrationconcentrated in vacuo
4. customThe residue was triturated with a solution of methanol in DCM (15%)
5. customthe solid was removed by filtration
6. concentrationThe filtrate was concentrated in vacuo
7. customthe residue was purified by chromatography on silica
8. washeluting with a mixture of methanol and DCM with a gradient of 0-30%
9. customThe resultant gum was triturated with ethyl acetate
10. filtrationthe solid was collected by filtration