Formic Acid → HCID 56656210, compound

Participants

Reaction Steps

A mixture of methyl 7-{4-fluoro-2-[(Z)-3-(morpholin-4-yl)prop-1-enyl]-benzenesulfonylamino}-4H-furo[2,3-c]chromene-6-carboxylate (Intermediate 51, 0.408 g) and lithium hydroxide monohydrate (0.526 g) in water (2.5 mL) and dioxane (10 mL), was sealed in a microwave vial and irradiated in the microwave at 135° C. for 45 minutes. After cooling, the mixture was diluted with ethanol, acidified with formic acid and evaporated to dryness. The residue was triturated with 10% methanol in DCM and filtered. The filtrate was evaporated to dryness and the residue was purified by chromatography on silica, eluting with DMAW 350. The resultant product was azeotroped with toluene and ethanol to give a solid which was triturated with methanol. The solid was collected by filtration and purified by chromatography on silica, eluting with methanol and DCM, with a gradient of 0-10%. The resultant product was triturated with acetone the solid was collected by filtration to give 7-{4-fluoro-2-[(Z)-3-(morpholin-4-yl)prop-1-enyl]benzenesulfonylamino}-4H-furo[2,3-c]chromene-6-carboxylic acid (0.155 g) as a white solid.

Provenance & Evidence