A kind of synthesis technique of fexofenadine hydrochloride

A technology of fexofenadine hydrochloride and synthesis process, which is applied in the field of synthesis technology of fexofenadine hydrochloride, can solve the problems of complex process route, high production cost, low total yield, etc., and achieves simplified operation steps and reduced synthesis steps, the effect of reducing production costs

Active Publication Date: 2016-04-06
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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  • A kind of synthesis technique 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 0.25mol α, α-dimethylphenylacetic acid in 130ml of absolute ethanol, add 1g of solid-supported heteropolyacid catalyst PW 12 / SiO 2 , heated to reflux to separate water for 3h. Isolate the catalyst (separated by membrane filtration), distill the filtrate to remove ethanol under reduced pressure, dissolve the residue in 250ml of dichloromethane, water (70ml × 2), saturated aqueous sodium bicarbonate (70ml × 2) and water (70ml × 2 ) washed, dried over anhydrous magnesium sulfate and filtered, the filtrate was evaporated under reduced pressure to remove the solvent, the residue continued to be distilled under reduced pressure, and the fraction at 130-133 ° C / 85kPa was collected to obtain a colorless transparent liquid α, α-dimethylphenylacetic acid ethyl Esters 46.1g;

[0019] (2) Dissolve 0.19mol of anhydrous aluminum trichloride in 150ml of dichloromethane...

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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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Patent Type & Authority Patents(China)
IPC IPC(8): C07D211/22
Inventor 柯善治
Owner CHIZHOU DONGSHENG PHARMA
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