947249-27-6

Basic information

• Product Name: 2-broMo-3-(difluoroMethoxy)pyridine
• Synonyms: 2-broMo-3-(difluoroMethoxy)pyridine;Pyridine,2-bromo-3-(difluoromethoxy)-
• CAS NO: 947249-27-6
• Molecular Formula: C6H4BrF2NO
• Molecular Weight: 224.0028664
• Mol File: 947249-27-6.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 228.2±35.0 °C(Predicted)
• Appearance: /
• Density: 1.670±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -1.58±0.10(Predicted)
• CAS DataBase Reference: 2-broMo-3-(difluoroMethoxy)pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-broMo-3-(difluoroMethoxy)pyridine(947249-27-6)
• EPA Substance Registry System: 2-broMo-3-(difluoroMethoxy)pyridine(947249-27-6)

Safety Data

• Hazardous Substances Data: 947249-27-6(Hazardous Substances Data)

Usage

General Description

2-Bromo-3-(difluoromethoxy)pyridine is a chemical compound with the molecular formula C6H4BrF2NO. It is a pyridine derivative that is commonly used in organic synthesis as a building block for the production of pharmaceuticals and agrochemicals. 2-broMo-3-(difluoroMethoxy)pyridine is a pale yellow liquid at room temperature and is highly flammable. It is also known to be toxic if ingested and can cause irritation to the skin and eyes upon contact. The compound is commonly used in the pharmaceutical and agrochemical industries as a key intermediate in the production of various drugs and pesticides.

Upstream product

• 6602-32-0 2-bromo-pyridin-3-ol 
• 1895-39-2 sodium chlorodifluoroacetate 
• 75-46-7 trifluoromethan 
• 1885-46-7 trifluoromethanesulfonic acid difluoromethyl ether 

Downstream Products

• 947249-14-1 3-(difluoromethoxy)pyridin-2-amine 
• 947249-13-0 5-bromo-3-(difluoromethoxy)pyridin-2-amine 
• 1188302-00-2 3-(difluoromethoxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine 

Relevant articles and documents

Tri- and difluoromethoxylated N-based heterocycles ? Synthesis and insecticidal activity of novel F3CO- and F2HCO-analogues of Imidacloprid and Thiacloprid

The preparation of F3CO- and F2HCO-analogues of Imidacloprid and Thiacloprid and the evaluation of their biological activity have been performed. For this purpose, a first synthetic approach allowed the preparation of a desired F3CO-containing key intermediate. To allow a facile access to the second F2HCO-containing key intermediate, the difluoromethylation of hydroxylated N-based heterocycles has been developed using difluoromethyl triflate (a liquid non-ODS reagent) under air in aqueous conditions and with very short reaction time. The broad diversity of compatible heterocycles includes a large series of substituted hydroxy-pyridines, but also ?pyrazoles, ?pyrazine, ?pyridazine, and ?quinolines. The couplings of both key intermediates with the required 4,5-dihydro-N-nitro-1H-imidazol-2-amine and [N(Z)]-N-2-thiazolidinylidene-cyanamide were successfully achieved using literature conditions. This work enables the preparation of valuable building blocks, which could lead to the discovery of new bioactive entities.

Use of fluoroform as a source of difluorocarbene in the synthesis of N-CF2H heterocycles and difluoromethoxypyridines

Fluoroform is used as a source of difluorocarbene to convert various N-, O-, and C-nucleophiles to their difluoromethylated derivatives. Imidazole, benzimidazole, benztriazole, hydroxypyridines, and their derivatives underwent reaction at moderate temperatures and atmospheric pressure, using potassium hydroxide as base in a two-phase (water/acetonitrile) process to provide moderate to good yields of the respective products. Nitrophenols required addition of a co-solvent (methanol) to obtain good yields of products.

CHEMICAL COMPOUNDS

PC71695A Abstract Chemical Compounds The invention relates to sulfonamide derivatives, to their use in medicine, to 5 compositions containing them, to processes for their preparation and to intermediates used in such processes. More particularly the invention relates to a new sulfonamide Nav1.7 inhibitors of formula (I):10 X NH O S O O R1 R2 R5 R4 R3 Het1 (I) or a pharmaceutically acceptable salt thereof, wherein X, Het1, R1, R2, R3, R4 and R5 are as defined in the description. 15 Nav 1.7 inhibitors are potentially useful in the treatment of a wide range of disorders, particularly pain.