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Method for preparing 3-(N-methyl-N-pentyl amido) propionate alkoxide

A technology of propionate hydrochloride and amylamino, which is applied in the field of preparation of 3-propionate hydrochloride, which can solve the problems of potential safety hazards, toxicity, skin poisoning, etc.

Active Publication Date: 2008-03-12
CHENGDA PHARM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, because acrylonitrile is not only toxic in vapor, but also easily poisoned through the skin when attached to the skin, there are certain safety hazards in industrial production, and the recrystallization of butanone will also cause certain losses to the product.

Method used

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  • Method for preparing 3-(N-methyl-N-pentyl amido) propionate alkoxide
  • Method for preparing 3-(N-methyl-N-pentyl amido) propionate alkoxide

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Embodiment Construction

[0011] The present invention will be further described below by way of examples.

[0012] The preparation method of 3-(N-methyl-N-pentylamino) propionate hydrochloride comprises the following steps successively:

[0013] A. Amylamine and benzaldehyde with a molar ratio of 1.05-1.3:1 are dehydrated in the presence of toluene or benzene at a reaction temperature of 110-130° C. and a reaction time of 1-2 hours. After the dehydration is completed, slowly add dimethyl sulfate with a molar ratio of 1 to 1.3:1 to pentylamine dropwise. React for a period of time under heating, add water after cooling, and separate layers; take the water layer, add NaOH with a molar ratio of 2 to 3:1 to pentylamine, and KOH or NaOH can also be used. 2 CO 3 or K 2 CO 3 , Separate the amine layer; take the amine layer and undergo a distillation at 90-95°C to obtain N-methylpentylamine.

[0014] B. Mix N-methylpentylamine, 3-halopropionate and alkali in a solvent, and stir under heating until the rea...

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Abstract

The method discloses a preparation method pf the 3-(N-methyl-N-pentyl amine) propionic hydrochloride, aiming to provide a preparation method of the e 3-(N-methyl-N-pentyl amine) propionic hydrochloride with the high collection rate, the simple operation, the difficulty of moisture absorption, the high security, the small loss and other advantages; the method is suitable for the large-scale industrial production. In the method, the pentyl amine, benzaldehyde, dimethyl sulfate and alkali are used as the raw materials; the N-methyl pentyl amine is synthesized after the dehydration, addition and distillation; the N-methyl pentyl amine, 3-halogenated propionate and alkali are used as the raw materials; the 3-(N-methyl-N-pentyl amine) propionic ester is synthesized in the solvent through the Hockman Addition; the 3-(N-methyl-N-pentyl amine) propionic ester is then used as the raw material; and the 3-(N-methyl-N-pentyl amine) propionic hydrochloride can be got after the hydrolysis and acidification. The product of the present invention can be used as the drug intermediate for the synthesis of the Iban sodium phosphonic.

Description

technical field [0001] The present invention relates to the preparation method of medicine intermediate, especially the preparation method of 3-(N-methyl-N-pentylamino)propion hydrochloride. Background technique [0002] 3-(N-methyl-N-pentylamino) propionate hydrochloride is an intermediate in the synthesis of ibandronate sodium (Ibandronate Monosodium), and ibandronate sodium belongs to the third generation of bisphosphonate drugs, is An anti-hypercalcemia drug with high efficiency and low toxicity has gradually become the drug of choice for the treatment of hypercalcemia complicated by malignant tumors and bone pain caused by osteolytic cancer metastasis. With the aging of the world's population, senile osteoporosis is a common disease of the elderly, and foreign countries are clinically studying the use of ibandronate sodium to supplement calcium. The market prospect of 3-(N-methyl-N-pentylamino) propionate hydrochloride is promising. Its chemical structural formula is:...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C229/12C07C227/18C07C227/04
Inventor 葛建利文春林
Owner CHENGDA PHARM CO LTD
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