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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2176549Generated: October 29, 2026

Hydrochloric Acid → 3-Bromo-2-methoxypyridin-4-amine

https://huagongshe.com/reaction/2176549

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethanolHCID 887—
ReactantSodiumHCID 5360545—
Reactant3-Bromo-2-chloropyridin-4-amineHCID 29919300—
Product3-Bromo-2-methoxypyridin-4-amineHCID 45588365—

Reaction Conditions

Temperature0 °C

Reaction Steps

Methanol (350 mL) was charged in a two-neck round bottom flask equipped with a guard tube and septum and cooled to 0° C. Sodium metal (23 g) was added to it slowly in pieces. After all sodium metal had dissolved, 4-amino-3-bromo-2-chloro pyridine (23 g, 178 mmol) was added and the solution was heated at 180° C. in a pressure vessel for 5-6 h. The reaction mixture was then cooled to 0° C. and adjusted to pH 8 by addition of conc. HCl. Solvent was removed under reduced pressure and the residue was suspended in ethyl acetate. Undissolved impurities were removed by filtration and the filtrate was concentrated under reduced pressure to obtain pure product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09066954B2
Source datasetuspto-grants-2015_06
ORD IDord-09e61b5634444c989ae6d9c168f218a6
Source noteuspto-grants-2015_06