134653-79-5

Basic information

• Product Name: 3-Pyridinecarboxylic acid, 1,4-dihydro-4-oxo-6-[2-(phenylmethoxy)phenyl]-, ethyl ester
• CAS NO: 134653-79-5
• Molecular Formula: C21H19NO4
• Molecular Weight: 349.386
• Mol File: 134653-79-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3-Pyridinecarboxylic acid, 1,4-dihydro-4-oxo-6-[2-(phenylmethoxy)phenyl]-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Pyridinecarboxylic acid, 1,4-dihydro-4-oxo-6-[2-(phenylmethoxy)phenyl]-, ethyl ester(134653-79-5)
• EPA Substance Registry System: 3-Pyridinecarboxylic acid, 1,4-dihydro-4-oxo-6-[2-(phenylmethoxy)phenyl]-, ethyl ester(134653-79-5)

Safety Data

• Hazardous Substances Data: 134653-79-5(Hazardous Substances Data)

Upstream product

• 4349-62-6 2-benzyloxybenzoyl chloride 
• 134653-70-6 α-acetyl-α-(dimethylaminomethylene)acetic acid,ethyl ester 

Relevant articles and documents

Generation and in Situ Acylation of Enaminone Anions: A Convenient Synthesis of 3-Carbethoxy-4(1H)-pyridinones and -4-pyrones and Related Compounds

Treatment of 2--3-oxobutanoates 9 or 10 with LiN(SiMe3)2 in the presence of RCOCl results in C-acylation.The resulting intermediate, without isolation, may be converted to 6-R 3-Carbethoxy-4-pyrones (e.g., 12) by H3O+ or to the corresponding pyridinones (e.g., 13) by NH4OAc.Typically, yields are 55-75percent for R groups lacking acidic α or γ protons and ca. 30percent for R = Me2CH or MeCH=CH.Replacing 9 with MeCOC(=CHNMe2)SCH2Ph (from MeCOCH2SCH2Ph and Me2NCH(OMe)2 similarly affords 3-(PhCH2S)-substituted products such as 29.Alkylation of the pyridinone anions produces mixtures of N- and O-substituted compounds, with the latter predominating; aminolysis of the isolated pyrones (R'NH2-HOAc, where R' = alkyl, Ar, HO, etc.) is the preferred route to the 1-R'-substituted pyridinones.