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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 554655Generated: October 31, 2026

Methyl iodide → (5-Bromo-6-hydroxy-pyridin-3-yl)-acetic acid ethyl ester

https://huagongshe.com/reaction/554655

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantEthyl 5-bromo-6-methoxy-3-pyridineacetateHCID 58539686—
CatalystHCID 178418647HCID 178418647—
SolventChloroformHCID 6212—
Product(5-Bromo-6-hydroxy-pyridin-3-yl)-acetic acid ethyl esterHCID 178470737—

Reaction Conditions

Temperature55 °C

Reaction Steps

(5-Bromo-6-methoxy-pyridin-3-yl)-acetic acid ethyl ester (5.02 mmol) was dissolved in CHCl3 (17 mL). Silver carbonate (1.58 g, 5.7 mmol) and iodomethane (0.82 mL, 13.14 mmol) were added, and the reaction was stirred at 55° C. for 2.5 hours. The mixture was filtered through Celite, and the filtrate was concentrated and purified by silica gel chromatography (0-60% EtOAc in hexanes) to give (5-bromo-6-hydroxy-pyridin-3-yl)-acetic acid ethyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08049015B2
Source datasetuspto-grants-2011_11
ORD IDord-7448f2e808114f2abd30cf986c23124b
Source noteuspto-grants-2011_11