Method for preparing Tadalafil crystal form A

A tadalafil and amorphous technology, applied in the field of preparing tadalafil form A, can solve the problems of difficulty in fully reducing the residual acetic acid solvent, and the processing process is cumbersome, and achieves low residual acetic acid solvent and simplified drying. Process, effect of usage reduction

Active Publication Date: 2012-03-07
ZHEJIANG HUAHAI PHARMACEUTICAL CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] From the perspective of environmental protection and economic cost, ketones, esters, and alcohol solvents are ideal solvents for preparing crystal form A, but the volume of the above-mentioned solvents is relatively large with the quality of tadalafil,

Method used

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  • Method for preparing Tadalafil crystal form A
  • Method for preparing Tadalafil crystal form A
  • Method for preparing Tadalafil crystal form A

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] Example 1: Preparation of Tadala Amorphous Form A by Using Methanol / Acetic Acid as Solvent

[0038] In a 100ml round bottom flask, add 1.0g of tadalafil and 45ml of methanol / acetic acid mixed solvent (methanol:acetic acid volume ratio 0.8:1). Heated to 83-85°C to obtain a clear solution of tadalafil, and continued to stir for 30-60 minutes. The solution was naturally cooled to room temperature (25-30°C) for crystallization. The solution was further cooled to -5-0°C and stirred for 30-60 minutes for further crystallization. Filter, wash with a small amount of methanol, and drain the solvent to obtain a wet product of Tadalamorph Amorphous Form A. Dry the wet product of tadala amorphous form A at 50-55° C. to obtain 0.5 g of tadala amorphous form A dry product.

Embodiment 2

[0039] Example 2: Preparation of Tadala Amorphous Form A by Using Methanol / Acetic Acid as Solvent

[0040] In a 100ml round bottom flask, add 1.0g of tadalafil and 27ml of methanol / acetic acid mixed solvent (methanol:acetic acid volume ratio 0.6:1). Heated to 83-85°C to obtain a clear solution of tadalafil, and continued to stir for 30-60 minutes. The solution was naturally cooled to room temperature (25-30°C) for crystallization. The solution was further cooled to -5-0°C and stirred for 30-60 minutes for further crystallization. Filter, wash with a small amount of methanol, and drain the solvent to obtain a wet product of Tadalamorph Amorphous Form A. Dry the wet product of tadala amorphous form A at 50-55° C. to obtain 0.5 g of tadala amorphous form A dry product.

Embodiment 3

[0041] Example 3: Preparation of Tadala Amorphous Form A by Using Methanol / Acetic Acid as Solvent

[0042] In a 100ml round bottom flask, add 1.0g of tadalafil and 17.5ml of methanol / acetic acid mixed solvent (methanol:acetic acid volume ratio 0.4:1). Heated to 83-85°C to obtain a clear solution of tadalafil, and continued to stir for 30-60 minutes. The solution was naturally cooled to room temperature (25-30°C) for crystallization. The solution was further cooled to -5-0°C and stirred for 30-60 minutes for further crystallization. Filter, wash with a small amount of methanol, and drain the solvent to obtain a wet product of Tadalamorph Amorphous Form A. Dry the wet product of tadala amorphous form A at 50-55° C. to obtain 0.5 g of tadala amorphous form A dry product.

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PUM

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Abstract

The invention discloses a method for preparing Tadalafil crystal form A. The method is characterized in that the crystallization solvent is a binary mixed solvent of a C1-C4 alcohol and acetic acid or a ternary mixed solvent of a C1-C4 alcohol, acetic acid and water. The method has the characteristics that: a mixed solvent system is used, thus the dosage of the crystallization solvent can be greatly reduced, the drying process can be simplified and the corrosion of acidic materials to the equipment can be reduced.

Description

technical field [0001] The invention relates to a method for preparing tadalamorph A. Background technique [0002] Tadalafil (trade name Cialis, CAS: 171596-29-5), chemical name: (6R-12aR)-2,3,6,7,12,12a-hexahydro-2-methyl-6-( 3,4-(methylenedioxy)-phenyl)-pyrazino[1,2:1,6]-pyrido[3,4-b]indole-1,4-dione, the structural formula is as follows Shown: [0003] [0004] Tadalafil is a drug developed by Eli Lilly for the treatment of male sexual dysfunction. It is a selective and reversible inhibitor of cyclic guanosine monophosphate (cGMP)-specific phosphodiesterase 5 (PDE5). By inhibiting PDE, tadalafil can promote the release of local nitric oxide (NO), thereby stimulating the synthesis of cyclic guanosine monophosphate (cGMP), which further leads to smooth muscle relaxation and increases blood flow, so as to achieve the purpose of treating male impotence. [0005] CN101115484 mentioned in the background technology that according to the reproduction of the process descri...

Claims

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Application Information

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IPC IPC(8): C07D471/14
Inventor 姜桥汪伟
Owner ZHEJIANG HUAHAI PHARMACEUTICAL CO LTD
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