14529-54-5

Basic information

• Product Name: 3,5-DIBROMO-1-METHYL-1H-PYRIDIN-2-ONE
• Synonyms: 3,5-DIBROMO-1-METHYL-1H-PYRIDIN-2-ONE;3,5-DIBROMO-1-METHYLPYRIDIN-2(1H)-ONE;3,5-DIBROMOPYRIDINE-2-OL, 98+%;3,5-dibroMo-1-Methyl-1,2-dihydropyridin-2-one;3,5-dibroMo-1-Methyl-2-pyridone;3,5-DibroMo-1-Methyl-1H-pyrazin-2-one;3,5-dibromo-1-methyl-2(1H)-Pyridinone;N-naphthalen-2-yl-5-oxopyrrolidine-2-carboxamide
• CAS NO: 14529-54-5
• Molecular Formula: C₆H₅Br₂NO
• Molecular Weight: 266.92
• Mol File: 14529-54-5.mol
• Article Data: 10

Chemical Properties

• Melting Point: 182 °C
• Boiling Point: 259.4 °C at 760 mmHg
• Flash Point: 110.7 °C
• Appearance: /
• Density: 2.13 g/cm³
• Vapor Pressure: 0.013mmHg at 25°C
• Refractive Index: 1.659
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: -3.58±0.62(Predicted)
• CAS DataBase Reference: 3,5-DIBROMO-1-METHYL-1H-PYRIDIN-2-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-DIBROMO-1-METHYL-1H-PYRIDIN-2-ONE(14529-54-5)
• EPA Substance Registry System: 3,5-DIBROMO-1-METHYL-1H-PYRIDIN-2-ONE(14529-54-5)

Safety Data

• Hazardous Substances Data: 14529-54-5(Hazardous Substances Data)

Usage

Description

3,5-DIBROMO-1-METHYL-1H-PYRIDIN-2-ONE is a brominated pyridinone derivative with the molecular formula C6H5Br2NO. It is a chemical compound that is widely used in the pharmaceutical industry as a building block for the synthesis of various drugs and biologically active compounds. Known for its antimicrobial, antifungal, and herbicidal properties, this compound also exhibits potential antitumor and anti-inflammatory activities, making it a promising candidate for future drug development.

Uses

Used in Pharmaceutical Industry:
3,5-DIBROMO-1-METHYL-1H-PYRIDIN-2-ONE is used as a building block for the synthesis of various drugs and biologically active compounds due to its unique chemical structure and properties.
Used in Crop Protection Products:
3,5-DIBROMO-1-METHYL-1H-PYRIDIN-2-ONE is used as an active ingredient in the development of new crop protection products, leveraging its antimicrobial, antifungal, and herbicidal properties to protect crops from various pests and diseases.
Used in Antitumor and Anti-inflammatory Drug Development:
3,5-DIBROMO-1-METHYL-1H-PYRIDIN-2-ONE is used as a potential candidate for the development of new drugs with antitumor and anti-inflammatory activities, as it has shown promise in preliminary investigations.
Safety Precautions:
It is important to handle 3,5-DIBROMO-1-METHYL-1H-PYRIDIN-2-ONE with care, as it is potentially hazardous. Proper safety precautions and handling procedures should be followed to minimize risks associated with its use.

InChI:InChI=1/C6H5Br2NO/c1-9-3-4(7)2-5(8)6(9)10/h2-3H,1H3

Upstream product

• 81971-39-3 5-bromo-1-methylpyridin-2(1H)-one 
• 876489-92-8 (1-methyl-6-oxo-1,6-dihydro-[3]pyridyl)-arsonic acid 
• 694-85-9 1-methyl-2-pyridone 
• 74-88-4 methyl iodide 
• 1121-27-3 1-methyl-2-pyridone hydrobromide 
• 13472-81-6 3,5-dibromo-2-hydroxypyridine 
• 625-92-3 3,5-dibromopyridine 
• 77-78-1 dimethyl sulfate 
• 81971-38-2 3-bromo-1-methyl-1H-pyridin-2-one 
• 13472-81-6 3,5-dibromo-2-hydroxypyridine 
• 80-48-8 methyl p-toluene sulfonate 
• 142-08-5 2-hydroxypyridin 

Downstream Products

• 910543-72-5 3-amino-5-bromo-1-methyl-2H-pyridin-2-one 
• 1034583-90-8 5-bromo-3-(5-tert-butyl-1H-pyrazol-3-ylamino)-1-methyl-1H-pyridin-2-one 
• 910232-68-7 4-tert-butyl-N-(3-{5-[4-(4-hydroxy-piperidine-1-carbonyl)-phenylamino]-1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl}-2-methyl-phenyl)-benzamide 
• 910235-66-4 4-{5-[3-(4-tert-butyl-benzoylamino)-2-methylphenyl]-1-methyl-2-oxo-1,2-dihydro-pyridin-3-ylamino}-benzoic acid ethyl ester 
• 910234-32-1 N-(3-(5-((3-acrylamidophenyl)amino)-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-2-methylphenyl)-4-(tert-butyl)benzamide 
• 910232-74-5 N-{3-[5-(3-amino-phenylamino)-1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl]-2-methyl-phenyl}-4-tert-butyl-benzamide 

Relevant articles and documents

Iridium-Catalysed C-H Borylation of 2-Pyridones; Bisfunctionalisation of CC4

The high regioselectivity associated with the iridium-catalysed borylation of pyridones has been exploited to provide a very direct and efficient entry to C(10) doubly substituted CC4 variants of cytisine. Two approaches have been evaluated based on (i) C-H activation of cytisine (or an N-substituted derivative) followed by N-alkylation (to enable dimer formation) and (ii) direct C-H activation and borylation of CC4 itself. Both approaches provide access to C(10)-functionalized CC4 derivatives, but direct borylation of CC4 allows for a wider range of functional group interconversions to be tolerated.

PROCESS FOR PREPARING BTK INHIBITORS

Methods for preparing the Bruton's Tyrosine Kinase ("BTK") inhibitor compound 2- {3'-hydroxymethyl-1-methyl-5-[5-((S)-2-methyl-4-oxetan-3-yl-piperazin-1-yl)-pyridin-2- ylamino]-6-oxo-1,6-dihydro-[3,4']bipyridinyl-2'-yl}-7,7-dimethyl-3,4,7,8-tetrahydro-2H,6H- cyclopenta[4,5]pyrrolo[1,2-a]pyrazin-1-one are provided. Methods for preparing tricyclic lactam compounds are also provided.

An expeditious copper-catalyzed access to 3-aminoquinolinones, 3-aminocoumarins and anilines using sodium azide

An efficient copper-catalyzedin in situ C-(sp2)-NH2 bond formation to provide a range of 3-aminoquinolin-2(1H)-ones and 3-aminocoumarins from 3-bromoquinolinones and 3-bromocoumarins, respectively, has been achieved. The reaction conditions involve the use of copper powder as the catalyst, eco-friendly ethanol as the solvent in the pres ence of pipecolinic acid as the ligand and ascorbic acid as the additive. The efficiency of this practical method was demonstrated in the synthesis of various anilines.