286946-77-8

Basic information

• Product Name: 5-BROMO-2-CHLORO-PYRIDIN-3-OL
• Synonyms: 2-Chloro-3-hydroxy-5-broMopyridine;5-Bromo-2-chloro-2-hydroxypyridine;5-bromo-2-chloropyridin-3-o;5-BROMO-2-CHLORO-PYRIDIN-3-OL;5-Bromo-2-chloro-3-hydroxypyridine
• CAS NO: 286946-77-8
• Molecular Formula: C₅H₃BrClNO
• Molecular Weight: 208.44042
• EINECS: -0
• Mol File: 286946-77-8.mol
• Article Data: 10

Chemical Properties

• Melting Point: 182-183 °C
• Boiling Point: 338.088 °C at 760 mmHg
• Flash Point: 158.27 °C
• Appearance: /
• Density: 1.908 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.629
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 3.54±0.10(Predicted)
• CAS DataBase Reference: 5-BROMO-2-CHLORO-PYRIDIN-3-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMO-2-CHLORO-PYRIDIN-3-OL(286946-77-8)
• EPA Substance Registry System: 5-BROMO-2-CHLORO-PYRIDIN-3-OL(286946-77-8)

Safety Data

• Hazard Codes: Xi,T
• Statements: 25
• Safety Statements: 45
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 286946-77-8(Hazardous Substances Data)

Usage

Chemical Properties

Yellow solid

InChI:InChI=1/C5H3BrClNO/c6-3-1-4(9)5(7)8-2-3/h1-2,9H

Upstream product

• 74115-13-2 5-bromopyridine-3-ol 
• 7681-52-9 sodium hypochlorite 

Downstream Products

• 1241752-29-3 5-bromo-2-chloro-3-ethoxypyridine 
• 865156-71-4 5-bromo-2-methoxy-3-(3-methoxypropoxy)pyridine 
• 1352882-51-9 6-chloro-5-ethoxypyridin-3-amine 

Relevant articles and documents

METHODS FOR PREPARING SUBSTITUTED PYRIDINONE-CONTAINING TRICYCLIC COMPOUNDS

The invention relates to novel, scalable methods of making substituted tricyclic compounds that are useful to treat and/or prevent HBV and/or HBV-HDV infection and related conditions in a subject.

POLYCYCLIC PYRIDONE COMPOUNDS AS ANTIVIRALS

The invention provides compounds of Formula (I) as described herein, along with pharmaceutically acceptable salts, pharmaceutical compositions containing such compounds, and methods to use these compounds, salts and compositions for treating viral infections, particularly infections caused by hepatitis B virus, and reducing the occurrence of serious conditions associated with HBV.

An efficient large-scale synthesis of alkyl 5-hydroxy-pyridin- and pyrimidin-2-yl acetate

The synthesis of methyl 2-(5-hydroxy-3-methoxypyridin-2-yl)acetate and alkyl 2-(5-hydroxypyrimidin-2-yl)acetate is described. Methodology for an efficient access to 5-hydroxy-pyridin- and pyrimidin-2-yl acetate cores has been developed. Based on the difference in halogen reactivity, 5-bromo-2-chloropyridine and its pyrimidine analogue were functionalized judiciously by SNAr and palladium-catalyzed reactions. The outlined strategy provides a high-yielding route suitable for large-scale synthesis of these compounds as well as paves the way for a potential rapid access to other heterocyclic analogues.