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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 546845Generated: October 30, 2026

Diethyl Ether → Methyl 2-(5-bromopyridin-3-yl)acetate

https://huagongshe.com/reaction/546845

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantTrimethylsilyldiazomethaneHCID 167693—
Reactant2-(5-Bromopyridin-3-yl)acetic acidHCID 2802539—
SolventMethanolHCID 887—
SolventTolueneHCID 1140—
ProductMethyl 2-(5-bromopyridin-3-yl)acetateHCID 2339839472%

Reaction Steps

A 2.0 M solution of trimethylsilyldiazomethane in ether (10.3 mL, 20.5 mmol) was added dropwise to a mixed solution of (5-bromo-pyridin-3-yl)-acetic acid (4.04 g, 18.7 mmol) in toluene (17.3 mL) and methanol (11.5 mL), and the mixture was stirred at room temperature for 10 minutes. The reaction solution was concentrated under reduced pressure. The residue was purified by silica gel chromatography (hexane:ethyl acetate=1:3) to give the title compound (3.12 g, 72%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07935688B2
Source datasetuspto-grants-2011_05
ORD IDord-34f6ef86fec74b95b23bb008ce4f0528
Source noteuspto-grants-2011_05