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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 238646Generated: October 30, 2026

Acetic Acid → [3-Cyclopropyl-4-(5-ethanesulfonyl-pyridin-2-yloxy)-6-fluoro-naphthalen-2-yl]-acetic acid methyl ester

https://huagongshe.com/reaction/238646

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantDiazomethaneHCID 9550—
Reactant[4-(5-Ethanesulfonyl-pyridin-2-yloxy)-6-fluoro-3-vinyl-naphthalen-2-yl]-acetic acid methyl esterHCID 59326526—
Catalystpalladium(II) acetateHCID 167845—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
Product[3-Cyclopropyl-4-(5-ethanesulfonyl-pyridin-2-yloxy)-6-fluoro-naphthalen-2-yl]-acetic acid methyl esterHCID 59326567—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a cooled solution of [4-(5-ethanesulfonyl-pyridin-2-yloxy)-6-fluoro-3-vinyl-naphthalen-2-yl]-acetic acid methyl ester (6.0 mg, 0.014 mmol, methyl ester of example 17-1) in tetrahydrofuran, was added a solution of diazomethane (0.1 M, 5 mL) in diethyl ether at 0° C. under an argon atmosphere, followed by palladium acetate (1 mg) in two portions. After being stirred at 0° C. for 2 hours, the reaction mixture was treated with acetic acid (0.2 mL) to quench the reaction, and then filtered. The filtrate was concentrated in vacuo to afford the crude product of [3-cyclopropyl-4-(5-ethanesulfonyl-pyridin-2-yloxy)-6-fluoro-naphthalen-2-yl]-acetic acid methyl ester as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642629B2
Source datasetuspto-grants-2014_02
ORD IDord-1213790bed974984a52c27cd3c734d51
Source noteuspto-grants-2014_02