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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2356618Erstellt: 26. Oktober 2026

Sodium Hydroxide → Gsk-269984A

https://huagongshe.com/reaction/2356618

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium HydroxideHCID 14798—
EduktEthyl 6-(5-chloro-2-((4-chloro-2-fluorobenzyl)oxy)benzyl)picolinateHCID 59384237—
LösungsmittelEthanolHCID 702—
ProduktGsk-269984AHCID 23696973—

Reaktionsschritte

Ethyl 6-[(5-chloro-2-{[(4-chloro-2-fluorophenyl)methyl]oxy}phenyl)methyl]-2-pyridinecarboxylate (2 g) was dissolved in ethanol (15 ml) at reflux. 2M Sodium hydroxide (3.4 ml) was added and the solution heated under reflux for 30 minutes. No residual starting material by HPLC. The solution was filtered and the filter washed with a mixture of hot ethanol (5 ml) and water (5 ml). The combined filtrate and wash were re-heated to reflux, and water (15 ml) added dropwise over ˜5 minutes and the clear solution allowed to cool slowly to room temperature. The product crystallised rapidly at ˜35° C. The resulting thick suspension was cooled to 20-25° C. and stirred for 1 hour. The product was isolated and washed with 1:3 ethanol:water (20 ml) and then dried overnight at 50° C. in vacuo to give the title compound (1.94 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07759369B2
Quelldatensatzuspto-grants-2010_07
ORD IDord-b2973bc9068e45339ab308432797ce78
Quellennotizuspto-grants-2010_07