132225-86-6

Basic information

• Product Name: 6-pyridin-4-yl-5-(trifluoromethyl)-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one
• Synonyms: 4H-imidazo[4,5-b]pyridin-2-ol, 6-(4-pyridinyl)-5-(trifluoromethyl)-; 6-(pyridin-4-yl)-5-(trifluoromethyl)-4H-imidazo[4,5-b]pyridin-2-ol
• CAS NO: 132225-86-6
• Molecular Formula: C₁₂H₇F₃N₄O
• Molecular Weight: 280.2054
• Mol File: 132225-86-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 303.4°C at 760 mmHg
• Flash Point: 137.3°C
• Density: 1.456g/cm³
• Vapor Pressure: 0.000931mmHg at 25°C
• Refractive Index: 1.555
• CAS DataBase Reference: 6-pyridin-4-yl-5-(trifluoromethyl)-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6-pyridin-4-yl-5-(trifluoromethyl)-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one(132225-86-6)
• EPA Substance Registry System: 6-pyridin-4-yl-5-(trifluoromethyl)-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one(132225-86-6)

Safety Data

• Hazardous Substances Data: 132225-86-6(Hazardous Substances Data)

Upstream product

• 132226-02-9 2-amino-5-(4-pyridinyl)-6-trifluoromethyl-3-pyridinecarboxylic acid 
• 26386-88-9 diphenyl phosphoryl azide 

Relevant articles and documents

A Short and General Synthesis of 1,3-Dihydro-6-heteroaryl-5-perfluoroalkyl-2H-imidazopyridin-2-ones

Trifluoro- or pentafluoroacylation of heteroaryl-enamines 2a,b gave the corresponding perfluoroacylated heteroaryl-enamines 3a-c.Heating the latter compounds with diethyl iminomalonate gave 2-amino-3-pyridinecarboxylates 4a-c.Hydrolysis to the free acids 5a-c, and reaction with diphenylphosphoryl azide afforded the desired 1,3-dihydro-6-heteroaryl-5-perfluoroalkyl-2H-imidazopyridin-2-ones 6a-c.

Imidazopyridines, their preparation and use

Novel 1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-ones having an aryl or heteroaryl group in the 6-position, useful as phosphodiesterase inhibitors, are prepared by reacting a 2-amino-5-(aryl or heteroaryl)pyridine-3-carboxylic acid with diphenylphosphoryl azide. The compounds are of the formula STR1 where R1 and R3 are hydrogen or lower-alkyl, R5 is lower-alkyl or fluorinated lower-alkyl, and Ar is 4- or 3-pyridinyl, or phenyl or substituted phenyl.