Method for synthesizing mometasone furoate or monohydrate of mometasone furoate

A technology of mometasone furoate and monohydrate, which is applied in the field of drug synthesis to achieve the effects of high utilization rate, increased reaction yield and mild reaction conditions

Active Publication Date: 2017-01-04
山东锐顺药业有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0014] Aiming at the many problems existing in the existing synthetic methods of mometasone furoate or its monohydrate, the present invention provides a method for synthesizing mometasone furoate or its monohydrate

Method used

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  • Method for synthesizing mometasone furoate or monohydrate of mometasone furoate

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Experimental program
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Effect test

Embodiment 1

[0051] (1) Preparation of mometasone furoate crude product

[0052] Add 300ml of dichloromethane, 50g of 8-DM, and 30.7g of p-toluenesulfonyl chloride to the reaction bottle, cool the reaction solution to -5~5°C, add 45ml of triethylamine dropwise, and react at -5~5°C for 9 hours. TLC detects that the reaction is complete (using the dichloromethane solution of compound 1 as a reference solution, taking a small amount of reaction solution as a test solution, spotting on a GF254 silica gel plate, developing with a mixed solvent with a volume ratio of dichloromethane:methanol=20:1, Check under 254nm ultraviolet light, need test solution not to contain the spot of control solution, be reaction completion); After reaction is finished, reaction solution contains compound 2; Then add triethylamine hydrochloride 147g in above-mentioned reaction solution, be warming up to reflux, Reacted for 3 hours, TLC monitored the completion of the reaction (with the dichloromethane solution of com...

Embodiment 2

[0057] (1) Preparation of mometasone furoate crude product

[0058] Add 300ml of dichloromethane, 50g of 8-DM, and 30.7g of p-toluenesulfonyl chloride to the reaction bottle, cool the reaction solution to -5~5°C, add 45ml of triethylamine dropwise, and react at -5~5°C for 9 hours. TLC detects that the reaction is complete (using the dichloromethane solution of compound 1 as a reference solution, taking a small amount of reaction solution as a test solution, spotting on a GF254 silica gel plate, developing with a mixed solvent with a volume ratio of dichloromethane:methanol=20:1, Check under the 254nm ultraviolet lamp, the test solution does not contain the spots of the control solution, which means that the reaction is complete); after the reaction is completed, add lithium chloride 45.5g, heat up to reflux, react for 3h, and TLC monitors that the reaction is complete (with the dichloride of compound 2 The methane solution was used as the control solution, and a small amount o...

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Abstract

The invention belongs to a synthesizing method for medicine, and particularly relates to a method for synthesizing mometasone furoate or a monohydrate of the mometasone furoate. The method includes the steps that 8-DM serving as a first compound is used as an initial material, and the first compound and paratoluensulfonyl chloride are subjected to a sulfonylation reaction to generate a second compound; the second compound is not subjected to after-treatment and is subjected to a chlorination reaction with RCl (R is Li, Na, K and Et3N) to generate a third compound; the third compound is not subjected to after-treatment, a part of organic alkali is replenished, and the mixture and furoyl chloride are subjected to an esterification reaction to generate a fourth compound; the fourth compound is not subjected to after-treatment, acid adjustment is carried out, a large quantity of chlorine elements existing in a reaction system are used for a ring-opening reaction, and the mometasone furoate or the mometasone-furoate monohydrate is obtained. The method is simple in technology, mild in reaction condition, high in yield, low in cost, high in quality and raw-auxiliary-material using rate, free of genetic toxicity impurity generation and suitable for industrial production.

Description

[0001] Technical field: [0002] The invention belongs to a method for synthesizing medicines, in particular to a method for synthesizing mometasone furoate or its monohydrate. [0003] Background technique: [0004] Mometasone furoate is a half-synthesized glucocorticoid, which has anti-inflammatory, anti-allergic, vasoconstricting, reducing vascular permeability, inhibiting cell division, and antipruritic effects. It is characterized by increased action intensity and disproportionately increased side effects , and only use it once a day. Mometasone furoate has a good therapeutic effect on skin diseases that are effectively treated by corticosteroids, such as neurodermatitis, eczema, atopic dermatitis, seborrheic dermatitis and psoriasis caused by skin inflammation and pruritus. It has two pharmaceutical forms of mometasone furoate (anhydrous substance, formula I) and mometasone furoate monohydrate (formula II). obtained by the post-processing method. [0005] [0006] T...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07J17/00
CPCC07J17/00
Inventor 冯永斌于勇赵宗玉杨萍马春丽毛德香
Owner 山东锐顺药业有限公司
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