1220910-89-3Relevant academic research and scientific papers
Efficient preparation method of tedizolid intermediate and intermediate
-
, (2021/09/08)
The invention relates to the technical field of synthesis of drug intermediates, in particular to an efficient preparation method of a tedizolid intermediate and the intermediate. The preparation method comprises the following steps: 1) reacting 2-fluoro-4-substituted phenylacetic acid with a Vilsmeier reagent, and then adding a reaction solution into an MX aqueous solution for quenching to obtain an intermediate as shown in a formula (II); 2) performing a one-pot method on the intermediate as shown in the formula (II) obtained in the step 1) and 1-(2-methyl-2H-tetrazole-5-yl) ethanone in the presence of alkali and an ammonia source to obtain an intermediate as shown in the formula (I); the invention provides a novel method for efficiently preparing the tedizolid intermediate. According to the method, the pyridine ring of the key intermediate shown in the formula (I) is obtained by cyclization of 1-(2-methyl-2H-tetrazole-5-yl) ethanone and Vinamidinium salt, meanwhile, a key methyl tetrazole group is introduced into the structure; 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; the methylation reaction with low selectivity is avoided.
Preparation method of zolamide drug intermediate and intermediate thereof
-
, (2021/08/14)
The invention relates to the technical field of synthesis of drug intermediates, in particular to a preparation method of an zolamide drug intermediate and the intermediate thereof. The preparation method comprises the following steps: reacting 2-fluoro-4-nitrophenylacetic acid with a Vilsmeier reagent, and then adding the reaction product into an MX aqueous solution for quenching to obtain an intermediate shown in a formula (II); dissolving the intermediate in the formula (II) with a solvent, adding acetone, and obtaining an intermediate in a formula (III) through a one-pot method in the presence of alkali and an ammonia source; sequentially carrying out oxidation, amidation, dehydration and other reactions to obtain an intermediate shown in a formula (IX); and finally, reacting with benzyl chloroformate to obtain a product. According to the inveention, the pyridine ring of the key intermediate in the formula (I) is obtained by cyclization of acetone and Vinamidinium salt, so that an expensive palladium catalyst is avoided, and the production cost is reduced; and cyano groups are introduced by methyl oxidation and condensation dehydration, so that the use of a highly toxic reagent sodium cyanide is avoided, and the production safety is remarkably improved.
Preparation method of tedizolid phosphate and intermediate thereof
-
Paragraph 0069-0075, (2020/02/27)
The invention discloses a preparation method of tedizolid phosphate and an intermediate thereof. The preparation method of a tedizolid phosphate intermediate II comprises the following steps: 1, in anorganic solvent, under a condition of presence of a catalyst and zinc powder, performing a reaction on 3-fluorine-4-bromophenyl amino benzyl formate so as to obtain a solution of a tedizolid phosphate intermediate III; and 2, in an organic solvent, under a condition of presence of a palladium catalyst and a base, performing a coupling reaction on the solution of the tedizolid phosphate intermediate III obtained in the step 1 with 2-methyl-5-(5-bromopyridine-2-yl) tetrazole, so as to obtain the tedizolid phosphate intermediate II. The preparation method disclosed by the invention is free of toxic reagent, mild in reaction condition, safe to operate, environmentally friendly, high in yield, high in prepared product purity and low in production cost. Tedizolid phosphate prepared from the tedizolid phosphate intermediate II disclosed by the invention is high in yield, high in purity, capable of meeting raw material medicine standards and applicable to industrial production.
Preparation method of oxazolidinone antibiotic intermediate
-
, (2020/04/17)
The invention provides a preparation method of a tedizolid phosphate intermediate compound 3-fluoro-4-(6-(2-methyltetrazole-5-yl)pyridine-3-yl)phenyl benzyl carbamate. The method comprises the following steps: carrying out a reaction on 5-bromo-2-(2-methyltetrazole-5-yl)pyridine as a raw material and triisopropyl borate under the action of n-butyllithium to prepare a boric acid intermediate, coupling the boric acid intermediate and 1,2-difluoro-4-nitrobenzene, and finally performing nitro reduction and amidation to obtain the required target product. Compared with the method in the prior art,the preparation method disclosed by the invention has the advantages of easily available raw materials, simple process, economy, environmental protection and suitability for industrial production.
New synthesis process of oxazolinone antibiotic
-
Paragraph 0034; 0035; 0036, (2016/10/08)
According to the method of the present invention, a methyl tetrazole pyridine bromide (2) and pinacol diboron are subjected to a reaction under catalysis of a transition metal to obtain a boronic acid pinacol ester (3), the compound (3) is separated or is not separated, and the separated compound (3) or the un-separated compound (3) and Cbz-protected bromobenzene (4) are subjected to a reaction under catalysis of a transition metal to obtain a key intermediate (1) of tedizolid. According to the present invention, the compound (3) is not subjected to separation purification, and reacts with the compound (4) in a kettle to generate the compound (1).
METHODS FOR PREPARING OXAZOLIDINONES AND COMPOSITIONS CONTAINING THEM
-
Page/Page column 18-19, (2010/04/28)
Methods of preparing a class of oxazolidinones useful to impede bacterial growth are disclosed.
