Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1478542Generated: October 26, 2026

Acetic Anhydride → Ethyl 3-acetamido-6-bromopyridine-2-carboxylate

https://huagongshe.com/reaction/1478542

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantEthyl 3-amino-6-bromopicolinateHCID 25137688—
SolventTetrahydrofuranHCID 8028—
ProductEthyl 3-acetamido-6-bromopyridine-2-carboxylateHCID 90044467—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of ethy 3-amino-6-bromo-pyridine-2-carboxylate (10 g, 40.8 mmol) in THF (50 ml) was added Ac2O (12 ml, 127.8 mmol) at ambient temperature then the solution was heated to 60° C. for 3 h. The solution was allowed to cool to ambient temperature then concentrated under reduced pressure and dissolved in ethyl acetate. This afforded the product in crystalline form. The mother liquor was purified using flash chromatography eluting with ethyl acetate/heptane, gradient, giving ethyl 3-acetamido-6-bromo-pyridine-2-carboxylate as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403845B2
Source datasetuspto-grants-2016_08
ORD IDord-46b8dc6fbfac48ff9e24f31653117241
Source noteuspto-grants-2016_08