Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 368512Generated: October 26, 2026

Methanol → 2-Amino-3-fluoro-6-(1,1,3,3-tetramethylbutylamino)pyridine

https://huagongshe.com/reaction/368512

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant2-Amino-4-bromo-5-chloro-3-fluoro-6-(1,1,3,3-tetramethylbutylamino)pyridineHCID 22121160—
CatalystPalladiumHCID 23938—
SolventTriethylamineHCID 8471—
Product2-Amino-3-fluoro-6-(1,1,3,3-tetramethylbutylamino)pyridineHCID 17778763—
Product2-Amino-4-bromo-3-fluoro-6-(1,1,3,3-tetramethylbutylamino)pyridineHCID 22121265—

Reaction Steps

To 10 ml of methanol were added 1.6 g of 2-amino-4-bromo-5-chloro-3-fluoro-6-(1,1,3,3-tetramethylbutylamino)pyridine together with 0.47 g of triethylamine and 0.09 g of 10% palladium on carbon, and the mixture was hydrogenated at room temperature for 39 hours. The catalyst was separated by filtration, and the solvent and the like were distilled off under reduced pressure. To the residue was added 50 ml of chloroform, and the mixture was washed with 50 ml of distilled water. The chloroform layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was subjected to chromatography (silica gel, 25 g; eluent: chloroform) to obtain 0.75 g of 2-amino-3-fluoro-6-(1,1,3,3-tetramethylbutylamino)pyridine as a pale brown oil, and 0.2 g of 2-amino-4-bromo-3-fluoro-6-(1,1,3,3-tetramethylbutylamino)pyridine as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06133284
Source datasetuspto-grants-2000_10
ORD IDord-9cf5056e24b144a98f8cc533fa3959e4
Source noteuspto-grants-2000_10