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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1836438Generated: October 31, 2026

Methyl Glycolate → [5-(4-Fluorophenylcarbamoyl)Pyridin-2-Yloxy]Acetic Acid Methyl Ester

https://huagongshe.com/reaction/1836438

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl GlycolateHCID 66774—
Reactant6-Bromo-N-(4-Fluorophenyl)NicotinamideHCID 21878271—
ReactantPotassium tert-butoxideHCID 23665647—
SolventTetrahydrofuranHCID 8028—
Product[5-(4-Fluorophenylcarbamoyl)Pyridin-2-Yloxy]Acetic Acid Methyl EsterHCID 1040276065.7%

Reaction Conditions

Temperature70 °C

Reaction Steps

A suspension of 6-bromo-N-(4-fluoro-phenyl)nicotinamide (1.0 g, 3.4 mmol), methyl glycolate (1.6 mL, 19 mmol), and potassium tert-butoxide (1.5 g, 10 13.6 mmol) in THF (10 mL) was heated in a sealed tube at 70° C. After 3 h the reaction mixture was poured onto ice and the solids isolated by filtration. Purification on silica gel by column chromatography using 30% ethyl acetate in hexanes gave 0.68 g (65%) of the titled product as a white solid:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06777432B1
Source datasetuspto-grants-2004_08
ORD IDord-68bd99db47f949428a9d69b3ab9824e7
Source noteuspto-grants-2004_08