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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1778328Generated: November 2, 2026

Formic Acid → 7-{4-fluoro-2-[(Z)-3-((R)-3-hydroxypyrrolidin-1-yl)-prop-1-enyl]-benzenesulfonylamino}-4H-furo[2,3-c]chromene-6-carboxylic acid

https://huagongshe.com/reaction/1778328

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormic AcidHCID 284—
ReactantLithium hydroxide, monohydrateHCID 168937—
Reactantmethyl 7-{4-fluoro-2-[(Z)-3-((R)-3-acetoxypyrrolidin-1-yl)-prop-1-enyl]-benzenesulfonylamino}-4H-furo[2,3-c]chromene-6-carboxylateHCID 68093265—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product7-{4-fluoro-2-[(Z)-3-((R)-3-hydroxypyrrolidin-1-yl)-prop-1-enyl]-benzenesulfonylamino}-4H-furo[2,3-c]chromene-6-carboxylic acidHCID 566563444.8%

Reaction Steps

A mixture of methyl 7-{4-fluoro-2-[(Z)-3-((R)-3-acetoxypyrrolidin-1-yl)prop-1-enyl]benzenesulfonylamino}-4H-furo[2,3-c]chromene-6-carboxylate (Intermediate 82, 0.092 g) and lithium hydroxide monohydrate (0.039 g) in water (2 mL) and dioxane (4 mL), was scaled in a microwave vial and irradiated in the microwave at 110° C. for 20 minutes. After cooling, the mixture was diluted with water (20 mL), acidified with formic acid to pH 4-5 and extracted into DCM. The organic layer was dried (MgSO4) and filtered. The filtrate was concentrated in vacuo and the residue was purified by HPLC (C6 Ph) eluting with a mixture of acetonitrile and water, containing 0.1% formic acid, with a gradient of 30-60%, to give 7-{4-fluoro-2-[(Z)-3-((R)-3-hydroxypyrrolidin-1-yl)-prop-1-enyl]-benzenesulfonylamino}-4H-furo[2,3-c]chromene-6-carboxylic acid (0.004 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266896B2
Source datasetuspto-grants-2016_02
ORD IDord-920227f29aca4563a695b5f50c7ee91f
Source noteuspto-grants-2016_02