139588-82-2

Basic information

• Product Name: 2(1H)-Pyridinone, 3-(hydroxyphenylmethyl)-4-methoxy-1-methyl-
• CAS NO: 139588-82-2
• Molecular Formula: C14H15NO3
• Molecular Weight: 245.278
• Mol File: 139588-82-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2(1H)-Pyridinone, 3-(hydroxyphenylmethyl)-4-methoxy-1-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2(1H)-Pyridinone, 3-(hydroxyphenylmethyl)-4-methoxy-1-methyl-(139588-82-2)
• EPA Substance Registry System: 2(1H)-Pyridinone, 3-(hydroxyphenylmethyl)-4-methoxy-1-methyl-(139588-82-2)

Safety Data

• Hazardous Substances Data: 139588-82-2(Hazardous Substances Data)

Upstream product

• 626-03-9 4-hydroxy-2-pyridone 
• 41759-19-7 4-methoxy-1-methyl-2-pyridone 
• 100-52-7 benzaldehyde 

Downstream Products

• 139588-83-3 3-benzoyl-4-methoxy-1-methyl-2(1H)-pyridone 

Relevant articles and documents

Lithiation of 4-Methoxy-2-pyridones. Synthetic Entry to Tenellin and Funiculosin, and Related Natural 3,5-Disubstituted 4-Oxy-2-pyridones

Lithiation of 4-methoxy-2-pyridone with butyllithium at -78 deg C occurs at the C-3 position exclusively.Subsequent reactions with MeOD, MeI, CO2, benzaldehyde or (E)-but-2-enal then lead to the corresponding C-3-substituted derivatives. in a one-pot procedure, treatment of 1,2-dihydro-4-methoxy-1-methyl-2-oxopyridine-3-carboxylic acid with ammonia in the presence of a polyphosphate buffer at 80 deg C produced natural ricinine in 58percent overall yield.A convenient three-step synthesis of 5-aryl- and 5-alkyl-substituted 4-methoxy-2-pyridones is described.Lithiation of these substrates, followed by reaction with electrophiles, provided a convenient route to 3,5-disubstituted 4-oxy-2-pyridones, and a synthetic entry to natural products, e. g. tenellin and funiculosin, containing this structural feature.