Chemical Properties
Light yellow to brown flakes
Uses
2-Amino-4-methylpyridine has been used in the synthesis of 2-amino-4-methyl-pyridinium 2-hy-droxy-benzoate. It is potent inhibitor of NOS2 (iNOS) in vitro. It is used as pharmaceutical intermediate.
Uses
Intermediate, medicine.
Synthesis Reference(s)
The Journal of Organic Chemistry, 72, p. 4554, 2007
DOI: 10.1021/jo070189y
General Description
2-Amino-4-methylpyridine acts as ligand and forms methoxo-bridged copper(II) complexes.
Biochem/physiol Actions
2-Amino-4-methylpyridine inhibits the activity of inducible NO synthase isolated from mouse RAW 264.7 cells in vitro.
Synthesis
A mixture of 2-amino-3-chloro-4-methylpyridine 0.96 g (0. 0067πο1) and benzoic acid, 1.83 g (0.015 mol) was added, the copper powder was added, reacted at 150 ° C for 1 h, and the reaction solution was added to water, Adding the decolorizer, adjusting the pH of the filtered solution to pH 9, filtering and drying the filter cake to obtain 0.65 g of crude 4-Methylpyridin-2-amine as a yellow solid, the yield was 89.3percent. The crude 0.65g dissolved in dilute hydrochloric acid solution to the crude product completely dissolved to obtain a salt solution, adding ethyl acetate to the salt solution to extract the water phase, slowly adding sodium bicarbonate to the aqueous phase Solution to pH 9, the solid was completely precipitated, filtered, and the filtrate was washed with distilled water and dried in vacuo to give 0.53 g of 4-Methylpyridin-2-amine as a pale yellow solid.
Purification Methods
Crystallise it from EtOH or a 2:1 *benzene/acetone mixture, and dry it under vacuum as in the prevous entry. [Beilstein 22/9 V 325.]
