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New preparation method of iloperidone

A technology of iloperidone and ethyl ketone, which is applied in the field of anti-schizophrenia drugs, can solve the problems of low yield, long cycle, and increased production cost, and achieve the effects of high yield, low cost, and shortened reaction time

Inactive Publication Date: 2010-07-07
ZHEJIANG HUAHAI PHARMA CO LTD
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

This method uses carcinogenic dimethylformamide (DMF) as a solvent, and dimethylformamide (DMF) is basically insoluble to potassium carbonate, which is unfavorable for 6-fluoro-3-(4-piperidinyl)-1,2- Benzisoxazole hydrochloride is free to participate in the reaction quickly, and the waste liquid generated after the reaction will cause environmental problems and needs special treatment; the post-reaction treatment needs to be extracted with ethyl acetate, and then washed with water, and the post-treatment process is cumbersome; the reaction time Need 16 hours, cycle is long, and yield is low (only 58%), can cause production cost to increase greatly
Therefore the iloperidone preparation method described in the U.S. patent specification US5776963 is not economical, nor environmentally friendly

Method used

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Embodiment 1

[0022] 1-(4-(3-(4-(6-fluoro-1,2-benzisoxazol-3-yl)piperidinyl)propoxy)-3-methoxyphenyl)ethylketone ( iloperidone) preparation

[0023] 10g reactant 6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole hydrochloride and 10.4g reactant 1-[4-(3-chloropropoxy)-3 -Put methoxyphenyl] ethyl ketone into a 250ml reaction bottle, add 17.9g potassium carbonate and 120ml water solution, heat the reaction mixture to 80-90°C and stir for 1.5 hours, then naturally cool to room temperature while stirring, filter , the filter cake was washed twice with water, then washed twice with methanol, and dried in vacuum at 50° C. to obtain 15.1 g of crude iloperidone, with a yield of 91.0%. The crude product was decolorized by activated carbon and recrystallized from toluene to obtain iloperidone, with a purity of 99.5% (as determined by HPLC), and a melting point of 118-120°C.

[0024] Implementation column 2

[0025] 1-(4-(3-(4-(6-fluoro-1,2-benzisoxazol-3-yl)piperidinyl)propoxy)-3-methoxyphenyl)ethylketo...

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Abstract

The invention provides a new preparation method of iloperidone, comprising leading 6 - F -3 - (4 - piperidinyl) -1,2 - benzisoxazole hydrochloride and 1 - [4 - (3 - chloropropoxy) -3 - methoxyphenyl] ethyl ketone to react in the inorganic alkaline water solution to obtain the iloperidone. The advantages of the invention are as follows: the method has high yield, low cost, no adverse effects for operators and environment, and is very suitable for industrial mass production.

Description

technical field [0001] The present invention relates to anti-schizophrenia drug iloperidone, i.e. 1-(4-(3-(4-(6-fluoro-1,2-benzisoxazol-3-yl) piperidinyl) propoxy A preparation method of )-3-methoxyphenyl) ethyl ketone, which belongs to the field of medicine and chemical industry. Background technique [0002] Iloperidone, structural formula such as formula (I), chemical name is 1-(4-(3-(4-(6-fluoro-1,2-benzisoxazol-3-yl) piperidinyl) propane Oxy)-3-methoxyphenyl) ethyl ketone. [0003] [0004] Iloperidone is a mixed dopamine D2 / 5-hydroxytryptamine 5HT2A receptor blocker, with high affinity for 5-hydroxytryptamine 5HT2A and dopamine D2 and D3 receptors, and for dopamine D4 and 5-hydroxytryptamine 5HT6, 5HT7 and normethyl Moderate affinity for adrenergic NEα1 receptors, low affinity for 5HT1A, dopamine D1 and histamine H1 receptors, no detectable affinity for cholinergic muscarinic receptors. Iloperidone acts by blocking dopamine D2, D3, 5-hydroxytryptamine 5HT1A and n...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D413/04
Inventor 周世伟蹇锋
Owner ZHEJIANG HUAHAI PHARMA CO LTD
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