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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 238645Generated: October 31, 2026

Potassium Iodide → [4-(5-Ethanesulfonyl-pyridin-2-yloxy)-6-fluoro-3-vinyl-naphthalen-2-yl]-acetic acid methyl ester

https://huagongshe.com/reaction/238645

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium IodideHCID 4875—
ReactantCesium carbonateHCID 10796—
Reactant2,5-Bis(ethylsulfonyl)pyridineHCID 13278015—
Reactant(6-Fluoro-4-hydroxy-3-vinyl-naphthalen-2-yl)-acetic acid methyl esterHCID 59326580—
SolventAcetoneHCID 180—
SolventDimethylformamideHCID 6228—
Product[4-(5-Ethanesulfonyl-pyridin-2-yloxy)-6-fluoro-3-vinyl-naphthalen-2-yl]-acetic acid methyl esterHCID 5932652636.1%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of (6-fluoro-4-hydroxy-3-vinyl-naphthalen-2-yl)-acetic acid methyl ester (22 mg, 0.084 mmol), 2,5-bis-ethanesulfonyl-pyridine (33 mg, 0.126 mmol), potassium iodide (5 mg), and cesium carbonate (68 mg, 0.21 mmol), N,N-dimethylformamide (0.5 mL) and acetone (1.5 mL) was heated at 100° C. for 30 minutes with microwave irradiation. The mixture was then concentrated in vacuo. The residue was purified by flash column (gradient elution with 0-50% ethyl acetate in petroleum ether) to afford [4-(5-ethanesulfonyl-pyridin-2-yloxy)-6-fluoro-3-vinyl-naphthalen-2-yl]-acetic acid methyl ester (13 mg, 36.1%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642629B2
Source datasetuspto-grants-2014_02
ORD IDord-958e24f4586e40a0986164d174043df5
Source noteuspto-grants-2014_02