EFFICIENT PREPARATION METHOD FOR TEDIZOLID INTERMEDIATE, AND INTERMEDIATE

WIPO Patent Application WO/2023/279773

A1

Provided are a preparation method for a tedizolid intermediate represented by formula (I), and an intermediate. The method comprises: 1) reacting 2-fluoro-4-substituted phenylacetic acid with a Vilsmeier reagent, and then adding a reaction solution to an MX aqueous solution for quenching to obtain an intermediate of formula (II); and 2) using the intermediate of formula (II) and 1-(2-methyl-2H-tetrazole-5-yl) ethenone to obtain the intermediate of formula (I) by means of a one-pot method in the presence of alkali and an ammonia source. A pyridine ring of a key intermediate of formula (I) is obtained by ring closure of 1-(2-methyl-2H-tetrazole-5-yl) ethenone and Vinamidinium salt, and moreover, a key methyltetrazole group is introduced into the structure, such that the use of highly toxic reagents, such as sodium cyanide and sodium azide, is successfully avoided, the use of an expensive palladium catalyst is avoided, and the methylation reaction with low selectivity is avoided.

CHEN JIAN (CN)
LIU ZHIQIANG (CN)
GU RONG (CN)

PCT/CN2022/082429

January 12, 2023

March 23, 2022

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NANJING CHEMPION BIOTECHNOLOGY CO LTD (CN)

C07D401/04; C07C249/02; C07C251/30

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ZHANG, XUEHUI : "2-4- (Synthesis of methyl 4-aryl-thiophene-2-carboxylate derivatives)", BULLETIN OF THE ACADEMY OF MILITARY MEDICAL SCIENCES, vol. 30, no. 3, 30 June 2006 (2006-06-30), CN , pages 240 - 242, XP009539302, ISSN: 1000-5501

NANJING RUIHUATENG INTELLECTUAL PROPERTY AGENCY (GENERAL PARTNERSHIP) (CN)

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