Method for purifying penehyclidine

A technology of penehyclidine and phenylcyclopentyl oxirane, which is applied in the field of removing related substances in the synthesis of penehyclidine, can solve problems such as not being able to meet the purity requirements of penehyclidine, and achieve safety assurance and effectiveness, improved purity, and effective separation

Active Publication Date: 2019-06-07
SHANGHAI XUDONG HAIPU PHARMA
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0006] This method still can not meet the requirement of the purity of penhyclidine, therefore, still needs to fin...

Method used

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  • Method for purifying penehyclidine
  • Method for purifying penehyclidine
  • Method for purifying penehyclidine

Examples

Experimental program
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Embodiment 1

[0024] 300g phenylcyclopentyl oxirane, 3-quinine alcohol (the molar ratio of phenylcyclopentyl oxirane to 3-quinine alcohol is 1:1~1.2), 6L dimethyl sulfoxide and strong base reagent Synthesis of penhyclidine hydrochloride. After the reaction is completed in the central control detection, the reaction solution drops below 25°C, and the reaction solution is analyzed by HPLC, see figure 1 .

[0025] Add 6 kg of water to the reaction solution, add 12 L of methyl tert-butyl ether into the reaction kettle, stir for 15 minutes to 30 minutes, stop stirring, and let stand for more than 15 minutes. Separation, remove the upper organic phase, and the lower aqueous phase as waste liquid.

[0026] Add 9.75 L of 0.2 mol / L hydrochloric acid solution to the organic phase, stir for 15 minutes to 30 minutes, then stop stirring, and let stand for more than 15 minutes. Liquid separation. The lower aqueous phase was transferred to the reactor, and the upper organic phase was treated as waste ...

Embodiment 2

[0038] 150g phenylcyclopentyl oxirane, 3-quinine alcohol (the molar ratio of phenylcyclopentyl oxirane to 3-quinine alcohol is 1:1~1.2), 3L dimethyl sulfoxide and strong base reagent Synthesis of penhyclidine hydrochloride. After the central control detects that the reaction is complete, the reaction solution drops below 25°C.

[0039] Add 3 kg of water to the reaction solution, add 6 L of methyl tert-butyl ether into the reaction kettle, stir for 15 minutes to 30 minutes, stop stirring, and let stand for more than 15 minutes. Separation, remove the upper organic phase, and the lower aqueous phase as waste liquid.

[0040] Add 4.8 L of 0.2 mol / L hydrochloric acid solution to the organic phase, stir for 15 minutes to 30 minutes, stop stirring, and let stand for more than 15 minutes. Separation, the lower aqueous phase was transferred to the reactor, and the upper organic phase was treated as waste liquid.

[0041] Add 6L of methyl tert-butyl ether to the reaction kettle, adj...

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Abstract

Provided is a method for purifying penehyclidine. The method for purifying the penehyclidine comprises the steps of using phenylcyclopentyloxirane and 3-quinuclidinol for synthesizing the penehyclidine, adding water to dilute a penehyclidine reaction solution, then adding methyl tertiary butyl ether, stirring a mixture, standing the mixture for liquid separation, taking an organic phase, adding hydrochloric acid in a concentration of 0.2 mol/L, stirring a mixture, then standing the mixture for liquid separation, adding methyl tertiary butyl ether after taking a water phase, stirring a mixture,adjusting a pH to be 7-8, standing a mixture for liquid separation, and taking a water phase to obtain the purified penehyclidine. Compared with the prior art, the method has the advantages that notonly can more impurities be detected, but also the method has good sensibility of the various impurities. When the method for purifying the penehyclidine is applied specifically, according to detection results of samples in various batches, limits of key impurities are set, so that the economic applicability in a practical production process is greatly improved.

Description

technical field [0001] The invention relates to a method for purifying a compound, in particular to a method for removing related substances in the synthesis of penhyclidine. Background technique [0002] Penehyclidine hydrochloride, chemical name 3-(2-cyclopentyl-2-hydroxy-2-phenylethoxy)quinuclidine hydrochloride, molecular weight: 351.92, structural formula: [0003] [0004] It is prepared by first synthesizing penehyclidine and then salting it. It is a new type of selective anticholinergic drug. It is used for the first-aid treatment of organophosphorus poison (pesticide) poisoning and the maintenance of atropine in the late stage of poisoning or after choline aging. It is also used for administration before anesthesia. Drugs to suppress secretion of salivary and airway glands. [0005] During the synthesis of penhyclidine, the related substance 3-[2-cyclopentyl-2-phenyl-2(2-cyclopentyl-2-hydroxy-2-phenylethoxy)ethoxy Base] quinuclidine (abbreviation: impurity A), ...

Claims

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Application Information

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IPC IPC(8): C07D453/02
Inventor 吴全慧陈小林张帆杨易可孙晔
Owner SHANGHAI XUDONG HAIPU PHARMA
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