Preparation method of 2-aminopyridine-4-methyl alcohol intermediate

Abstract

The invention discloses a preparation method of a 2-aminopyridine-4-methyl alcohol intermediate. The preparation method includes the following steps of adopting 4-methylpyridine-2-formaldehyde as a raw material and making the raw material subjected to a chlorine substitute reaction to convert methyl into chloromethyl; then conducting an oxidizing reaction to convert formyl into carboxyl; then making the raw material react with triethylamine and DPPA to convert carboxyl into amino and oxidizing chloromethyl into hydroxymethyl to obtain 2-aminopyridine-4-methyl alcohol. The preparation method issimple in operation, mild in condition and high in product purity and product yield and generates few by-products.

Description

technical field [0001] The invention relates to the field of organic synthesis, in particular to a preparation method of an intermediate 2-aminopyridine-4-methanol. Background technique [0002] Pyridine compounds are a class of compounds that are widely distributed in nature, and many plant components contain pyridine ring compounds in their structures. Pyridine is a biological isostere of benzene ring, which has similar structure and properties to benzene ring. After replacing benzene ring with pyridine ring, due to the good systemic property of pyridine ring, the biological activity of the compound can be significantly improved, and the Reduce toxicity, so pyridine compounds have a wide range of applications. Pyridine compounds can be used in the synthesis of sulfonamides, cortisone, synthetic toxins, vitamin A and drugs for the treatment of vasodilation, blood lipid lowering and local anesthesia in the pharmaceutical industry; they can also be used in the production of ...

AI Technical Summary

Problems solved by technology

[0003] The preparation method of existing research report aminopyridine compound has following several: 1, pyridine and sodium amide directly carry out ammoniation reaction, but this method reaction condition is comparatively harsh, and reaction reagent is difficult to obtain, and by-product is more, product yield 2. Carry out ammonolysis reaction by halogenated pyridine under the catalysis of copper salt or palladium carbon and other catalysts. This method uses catalysts with high cost, and the requirements for equipment are relatively strict, and the operation is difficult; 3. Pyridine is treated with hydrogen peroxide Oxidation, fuming nitric acid nitration to produce nitrated pyridine, and then reduction to produce aminopyridine, this method has more steps, more serious pollution, high composition, and is difficult to industrialized production; 4, using cyanopyridine as raw material, through catalytic hydrolysis, Aminopyridine is produced by Hofmann degradation. The raw materials are cheap and easy to obtain, and the yield is high. However, the catalyst is complicated to obtain, and only 4-aminopyridine can be prepared, so the scope of application is limited.