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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2356620Generated: October 25, 2026

Sodium Hydroxide → Gsk-269984A

https://huagongshe.com/reaction/2356620

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantEthyl 6-(5-chloro-2-((4-chloro-2-fluorobenzyl)oxy)benzyl)picolinateHCID 59384237—
SolventEthanolHCID 702—
SolventWaterHCID 962—
ProductGsk-269984AHCID 23696973—

Reaction Conditions

Temperature60 °C

Reaction Steps

Ethyl 6-[(5-chloro-2-{[(4-chloro-2-fluorophenyl)methyl]oxy}phenyl)methyl]-2-pyridinecarboxylate (108 mg, 0.25 mmol) was dissolved in 3 ml of ethanol and 1 ml of water. Sodium hydroxide (4 equivalents) was added. The mixture was stirred at 60° C. until TLC showed no more SM (starting material) (˜2 hours). The reaction mixture was cooled down and extracted with ethyl acetate (3×). Dried over MgSO4. Sodium 6-[(5-chloro-2-{[(4-chloro-2-fluorophenyl)methyl]oxy}-phenyl)methyl]-2-pyridinecarboxylate was obtained as a white solid (94 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07759369B2
Source datasetuspto-grants-2010_07
ORD IDord-901131602ba84feb893401a17e45b533
Source noteuspto-grants-2010_07