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Purification method of Tedizolid phosphate

A technology of tedizolid phosphate and purification method, which is applied in the fields of chemical instruments and methods, compounds of group 5/15 elements of the periodic table, organic chemistry, etc., and can solve the problems of cumbersome operation, inappropriate preparation of preparations, and low purity of products, etc. question

Active Publication Date: 2017-01-04
BRIGHTGENE BIO MEDICAL TECH (SUZHOU) CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The method is cumbersome in operation steps, and the purity of the prepared product is low, so it is not suitable for preparation into preparations
[0008] At present, there are relatively few reports in the literature about the purification method of tedizolid phosphate, and the existing methods are cumbersome to operate and have low purity.

Method used

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  • Purification method of Tedizolid phosphate
  • Purification method of Tedizolid phosphate
  • Purification method of Tedizolid phosphate

Examples

Experimental program
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Effect test

Embodiment 1

[0039] Add 10g (22.2mmol) of crude product of tedizolid phosphate into 100ml of water, add 74.6g (44.4mmol) of 5% sodium bicarbonate solution under stirring, and stir for 1-2 hours to obtain an aqueous solution of tedizolid phosphate sodium salt. After filtering the aqueous solution , add 100ml tetrahydrofuran to the obtained filtrate, then use hydrochloric acid to adjust the pH to 1~2, raise the temperature to reflux, beat overnight, filter after cooling, and obtain 8.94g of tedizolid phosphate after drying, the yield is 89.4%, HPLC: 99.83 %.

Embodiment 2

[0041]Add 10 g (22.2 mmol) of crude tedizolid phosphate into 100 ml of water, add 70.60 g (33.3 mmol) of 5% sodium carbonate solution while stirring, and stir for 1-2 hours to obtain an aqueous solution of tedizolid phosphate sodium salt. After filtering the aqueous solution, Add 100ml of tetrahydrofuran to the obtained filtrate, then use hydrochloric acid to adjust the pH to 1~2, heat up to reflux, beat overnight, filter after cooling, and dry to obtain tedizolid phosphate 9.05g, yield 90.5%, HPLC: 99.84% .

Embodiment 3

[0043] Add 10 g (22.2 mmol) of crude tedizolid phosphate into 100 ml of water, add 68.3 g (66.6 mmol) of 8% sodium acetate solution under stirring, and stir for 1-2 hours to obtain an aqueous solution of tedizolid phosphate sodium salt. After filtering the aqueous solution, Add 100ml of tetrahydrofuran to the obtained filtrate, then use hydrochloric acid to adjust the pH to 1~2, heat up to reflux, beat overnight, filter after cooling, and dry to obtain 9.23g of tedizolid phosphate, yield 92.3%, HPLC: 99.85% .

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PUM

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Abstract

The invention discloses a purification method of Tedizolid phosphate. The method comprises the following steps: mixing an aqueous solution of Tedizolid phosphate crude product and a weak base solution, filtering, and adjusting pH to 1-2 to obtain purified Tedizolid phosphate. The method provided by the invention is simple to operate and is low-cost. The prepared Tedizolid phosphate has high purity. The method is suitable for industrial production.

Description

technical field [0001] The invention relates to the field of medicinal chemistry, in particular to a method for purifying tedizolid phosphate. Background technique [0002] Oxazolidinones as a class of chemical constituents find wide application in drugs for the treatment and prevention of medical diseases such as bacterial infections and atherosclerosis. Various structures of oxazolidinone derivatives are known. For example, US4461773, US4476136, US4250318 and the like disclose mono-substituted or di-substituted derivatives of 3-phenyl-2-oxazolidinone. [0003] Tedizolid (Tedizolid) is a new type of oxazolidinone antibiotics, its phosphate (tedizolid phosphate) has been approved by the FDA for the treatment of Staphylococcus aureus (including methicillin-resistant strains, methicillin-sensitive strains) and Acute bacterial skin and skin structure infection (ABSSSI) caused by Gram-positive bacteria such as various Streptococcus species and Enterococcus faecalis. The struc...

Claims

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Application Information

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IPC IPC(8): C07F9/6558
Inventor 袁建栋陈耀杭文明
Owner BRIGHTGENE BIO MEDICAL TECH (SUZHOU) CO LTD
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