Chemical Properties
clear colorless to slightly yellow liquid
Uses
4-Methoxypyridine was used as a starting reagent for the stereocontrolled synthesis of (±)-pumiliotoxin C and (±)-lasubine II. It was also used in an efficient construction of dihyropyridin-4-ones, which serves as potential ligands for neuronal nicotinic acetycholine receptors.
Uses
4-Methoxypyridine, is used as a building block for the synthesis of some biologically active compounds. It is used for the preparation of a new series of benzoylated N-ylides as protein farnesyltransferase inhibitors.
General Description
4-Methoxypyridine has been prepared from 4-methoxypyridine-
N-oxide, via catalytic hydrogenation. Ortho lithiation of 4-methoxypyridine using mesityllithium as the metalating base has been studied.
Synthesis
At room temperature, (50mmo1) 4-methoxypyridine-N-oxide was dissolved in 50mL acetonitrile solution, then 1.01g (55mmo1) tritiated cyanogen chloride (TCT) was added to the reaction solution in batches, and the reaction was tracked by TCL, and at the end of the reaction, 20mL of saturated sodium carbonate solution was added dropwise to the reaction solution, and the reaction was stirred for 30min. dichloromethane was added to extract, and the organic phase was respectively The organic phase was washed with water and saturated saline, and the crude product was obtained by spinning off the solvent under reduced pressure. The crude product was purified by column to get the target product. Light yellow oily liquid.
