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Synthetic process of fexofenadine hydrochloride

A fexofenadine hydrochloride and synthesis process technology, which is applied in the field of fexofenadine hydrochloride synthesis process, can solve the problems of complex process route, high production cost, and low total yield, so as to simplify the operation steps and reduce the synthesis process. Steps, the effect of reducing production costs

Active Publication Date: 2013-10-02
CHIZHOU DONGSHENG PHARMA
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Problems solved by technology

But the synthetic method of existing fexofenadine hydrochloride exists the problems such as total yield is not high, process route is complicated, production Chen Bengao

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  • Synthetic process of fexofenadine hydrochloride

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Embodiment Construction

[0017] A kind of synthetic technique of fexofenadine hydrochloride, comprises the following steps:

[0018] (1) Dissolve 0.25 mol α, α-dimethylphenylacetic acid in 130 ml of absolute ethanol, add 1 g of solid-supported heteropolyacid catalyst PW 12 / SiO 2 , heated to reflux to separate water for 3 h. The catalyst was separated (separated by membrane filtration), the filtrate was evaporated to remove ethanol under reduced pressure, and the residue was dissolved in 250 ml of dichloromethane, followed by water (70 ml × 2), saturated aqueous sodium bicarbonate (70 ml × 2) and water ( 70 ml×2) washed, dried over anhydrous magnesium sulfate, filtered, the filtrate was evaporated under reduced pressure to remove the solvent, and the residue continued to be distilled under reduced pressure, and the fraction at 130-133 °C / 85 kPa was collected to obtain a colorless transparent liquid α,α-di Ethyl methyl phenylacetate 46.1 g;

[0019] (2) Dissolve 0.19 mol of anhydrous aluminum trichl...

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Abstract

The invention discloses a synthetic process of fexofenadine hydrochloride. The synthetic process of fexofenadine hydrochloride comprises the following steps of: with alpha, alpha-dimethyl phenylacetic acid as a raw material, carrying out an esterification reaction on alpha, alpha-dimethyl phenylacetic acid and absolute ethyl alcohol under the catalysis of a silica gel loaded phosphotungstic acid (PW12 / SiO2) solid acid catalyst to obtain alpha, alpha-dimethyl ethyl phenylacetate; carrying out Friedel-Grafts reaction on alpha, alpha-dimethyl ethyl phenylacetate and 4-chlorobutyryl chloride to obtain alpha, alpha-dimethyl-4-(4-chloro-1-oxo butyl) ethyl phenylacetate; reducing by virtue of sodium borohydride in 95% ethyl alcohol to obtain alpha, alpha-dimethyl-4-(4-chloro-1-hydroxyl butyl) ethyl phenylacetate; and carrying out N-alkylation reaction on alpha, alpha-dimethyl-4-(4-chloro-1-hydroxyl butyl) ethyl phenylacetate and alpha, alpha-dimethyl-4-piperidine methyl alcohol in DMF (dimethyl formamide) for 24 hours at the temperature of 80 DEG C to obtain alpha, alpha-dimethyl-4-[1-hydroxyl-4-[4-(hydroxyl diphenylmethyl)-1-piperidyl]-butyl] ethyl phenylacetate, and then carrying out alkali hydrolysis and salification by virtue of hydrochloric acid, so that fexofenadine hydrochloride is obtained. The synthetic process of fexofenadine hydrochloride is high in yield and low in cost, produces less pollution and is applicable to industrial mass production.

Description

technical field [0001] The invention relates to a synthesis process of fexofenadine hydrochloride, which belongs to the technical field of pharmaceutical synthesis. Background technique [0002] Fexofenadine hydrochloride, trade name Allegra, chemical name 4-(4-(4-hydroxydiphenylmethyl)piperidinyl)-1-hydroxybutylphenyl-α,α-dimethyl Acetic hydrochloride, which is an antiallergic drug, was first launched in the United States in 1996 for the treatment of seasonal allergic rhinitis and chronic urticaria. It has no central nervous sedative effect and low cardiotoxicity. Compared with the first-generation antihistamines, it has stronger anti-allergic effect and higher safety. However, the existing synthetic method of fexofenadine hydrochloride has problems such as low total yield, complicated process route and high production cost. Contents of the invention [0003] The object of the present invention is to provide a kind of synthesis technique of fexofenadine hydrochloride wi...

Claims

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Application Information

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IPC IPC(8): C07D211/22
Inventor 柯善治
Owner CHIZHOU DONGSHENG PHARMA
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