Method for preparing 3-pyridine acetic acid hydrochloride

Abstract

The invention discloses a preparation process for 3-Pyridylacetic acid hydrochloride. The 3-vinylpyridine is taken as the raw material, is reacted with the morpholine and the sulphur, and then is poured into the ice water to be filtered; the crystal is washed by ice water and is naturally dried in the air to produce the 3-pyridyi thio aeid morpholine; the 3-pyridyi thio aeid morpholine is hydrolyzed by the hydrochloric acid, after the dehydration, the 3-pyridyi thio aeid morpholine is decolored by the activated carbon, is made a pressure reduction concentration, is cooled and made a crystal precipitation to produce the 3-Pyridylacetic acid hydrochloride. The invention directly takes 3-vinylpyridine as the raw material, produces the 3-Pyridylacetic acid hydrochloride only by two steps chemical reactions, develops a new path for the preparation of 3-Pyridylacetic acid hydrochloride; moreover, the preparation process is greatly shortened, the operation is simple, the yields are above 86 percent, and the quality of the product is apparently improved.

Description

technical field [0001] The present invention relates to the synthetic method of medicine intermediate 3-pyridine acetic acid hydrochloride. Background technique [0002] 3-pyridine acetic acid hydrochloride, its chemical structure is: It is a key intermediate for the synthesis of anti-osteoporosis drug risedronate sodium. Osteoporosis is a systemic metabolic disease characterized by decreased bone mass, degeneration of bone microstructure, increased bone fragility, and susceptibility to fracture. It is called "one of the three most harmful diseases to human beings in the 21st century" by western medical experts. Risedronate sodium is a third-generation bisphosphonate bone resorption inhibitor, suitable for postmenopausal osteoporosis and osteoporosis caused by the use of corticosteroids, and can also prevent bone loss in women at high risk loose disease. It is safe, effective, well tolerated, and has good application prospects. [0003] Chinese Journal of Pharmaceutica...

AI Technical Summary

Problems solved by technology

But the first step reaction needs to use sodium hydride and sodium methylate (or sodium ethylate) in this method, yield 81-85%, sodium hydride price is more expensive, and sodium methylate (or sodium ethylate) is difficult for preservation

The last step is hydrolysis with alkali, the post-treatment is more complicated, sodium chloride is difficult to remove, the yield is 74%, mp153-155°C

[0005] In addition, Chinese invention patent application CN1431198A also discloses a kind of preparation method of 3-pyridine acetic acid hydrochloride, replaces the catalyst sodium methylate (or sodium ethylate) in the above-mentioned second method with sodium metal in this method, has changed Hydrolysis conditions, the disadvantage of this method is that metal sodium has certain dangers in production

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