1416314-55-0

Basic information

• Product Name: (S)-N-((3-(3-fluoro-4-(4-(pyridin-2-yl)-1H-pyrazol-1-yl)phenyl)-2-oxo-oxazolidin-5-yl)methyl)acetamide
• Synonyms: (S)-N-((3-(3-fluoro-4-(4-(pyridin-2-yl)-1H-pyrazol-1-yl)phenyl)-2-oxo-oxazolidin-5-yl)methyl)acetamide
• CAS NO: 1416314-55-0
• Molecular Weight: 395.393
• Mol File: 1416314-55-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (S)-N-((3-(3-fluoro-4-(4-(pyridin-2-yl)-1H-pyrazol-1-yl)phenyl)-2-oxo-oxazolidin-5-yl)methyl)acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-N-((3-(3-fluoro-4-(4-(pyridin-2-yl)-1H-pyrazol-1-yl)phenyl)-2-oxo-oxazolidin-5-yl)methyl)acetamide(1416314-55-0)
• EPA Substance Registry System: (S)-N-((3-(3-fluoro-4-(4-(pyridin-2-yl)-1H-pyrazol-1-yl)phenyl)-2-oxo-oxazolidin-5-yl)methyl)acetamide(1416314-55-0)

Safety Data

• Hazardous Substances Data: 1416314-55-0(Hazardous Substances Data)

Upstream product

• 266327-72-4 N-{[(5S)-3-(3-fluoro-4-hydrazinophenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl}acetamide 
• 212755-83-4 2-(pyridin-2-yl)malondialdehyde 
• 1416314-74-3 2-[1-(2-fluoro-4-aminophenyl)-1H-pyrazol-4-yl]pyridine 
• 127350-92-9 (2-fluoro-4-nitrophenyl)hydrazine 
• 369-34-6 3,4-difluoronitrobenzene 
• 493038-87-2 1H-3-amino-4-(pyridine-2-yl)-pyrazole 
• 2739-97-1 pyridine-2-acetonitrile 
• 1416314-75-4 N-benzyloxycarbonyl-3-fluoro-4-(4-(pyridin-2-yl)-1H-pyrazol-1-yl)aniline 
• 183905-31-9 N-[(2S)-2-acetoxy-3-chloropropyl]acetamide 
• 1416314-73-2 2-(1-(2-fluoro-4-nitrophenyl)-1H-pyrazole-4-yl)pyridine 

Relevant articles and documents

A oxazolidinone antibacterial compound of intermediate and its preparation method

The invention provides a new intermediate compound 2-(1-(2-fluoro-4-nitrophenyl)-1H-pyrazole-3(5)-amino-4-yl)pyridine represented by formula 4 in the production process of a compound (S)-N-{[3-(3-fluoro-4-(4-(2-pyridyl)pyrazolyl)phenyl)-2-oxazolidine-5-yl]methyl}acetamide, and a preparation method thereof. The new intermediate guarantees the abundant source of synthesis raw materials, reduces the cost of the raw materials, omits a complicated column chromatography purifying technology, makes the operation simple, and makes the amplified production of the target compound possible.

Oxazolidinone Compounds and Their Uses in Preparation of Antibiotics

The invention belongs to the field of medicaments, and particularly relates to oxazolidinone compounds and their uses in the preparation of antibiotics. A technical problem to be solved by the invention is to provide new oxazolidinone compounds having the structure represented by Formula I. The oxazolidinone compounds of the invention, which are new compounds obtained through numerous screening, have significant antibacterial activity against bacteria such as drug-resistant staphylococcus aureus, fecal coliform bacteria, and streptococcus pneumoniae, while exhibiting low toxicity. The invention provides new options for the development and application of antibiotics.

Exploratory process development and kilogram-scale synthesis of a novel oxazolidinone antibacterial candidate

A concise, environmentally benign, and cost-effective route was developed for the large-scale preparation of 1, a novel oxazolidinone antibacterial candidate. The key intermediate 2-(1-(2-fluoro-4-nitrophenyl)-1H-pyrazol-4-yl) pyridine 7 was prepared with high purity by mild deamination of the regioisomeric mixture 21. The mixture was prepared from a nucleophilic SNAr reaction by selective C-N coupling of the secondary amine functionality of 4-(pyridin-2-yl)-1H-pyrazol-3-amine 14 with 1,2-difluoro-4-nitrobenzene 10 in optimized conditions with the primary amine group remaining intact. The gaseous nitrogen release rate and reaction mixture temperature of the deamination step can be well controlled by altering the feeding manner, thereby providing safety guarantees. The optimized synthetic strategy of 1 with an overall yield of 27.6%, including seven sequential transformations by only five solid-liquid isolations, significantly improved the product separation workup. The strategy bypassed time-consuming and laborious procedures for any intermediate involved as well as for the final API. This study presents a process enabling the rapid delivery of a multikilogram quantity of API with high purity.