25314-91-4

Basic information

• Product Name: Ethanone, 1-(3-indolizinyl)- (9CI)
• Synonyms: Ethanone, 1-(3-indolizinyl)- (9CI);1-(Indolizin-3-yl)ethanone
• CAS NO: 25314-91-4
• Molecular Formula: C10H9NO
• Molecular Weight: 159.18456
• Product Categories: ACETYLGROUP
• Mol File: 25314-91-4.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Ethanone, 1-(3-indolizinyl)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1-(3-indolizinyl)- (9CI)(25314-91-4)
• EPA Substance Registry System: Ethanone, 1-(3-indolizinyl)- (9CI)(25314-91-4)

Safety Data

• Hazardous Substances Data: 25314-91-4(Hazardous Substances Data)

Upstream product

• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 274-40-8 indolizine 
• 108-24-7 acetic anhydride 
• 75-36-5 acetyl chloride 
• 75487-74-0 2-methyl-1-(2-oxo-propyl)-pyridinium; bromide 
• 36805-97-7 N,N-dimethylformamide di-tert-butyl acetal 

Relevant articles and documents

Controlling chemoselectivity-application of DMF di-t-butyl acetal in the regioselective synthesis of 3-monosubstituted indolizines

Among a number of DMF dialkyl acetals investigated for the regioselective synthesis of 3-acylindolizines, the di-t-butyl acetal, via its iminium intermediate readily formed in situ, provides the highest chemoselectivity for the intermolecular cyclization of picolinium salts. DMF di-t-butyl acetal was applied to the syntheses of a variety of 3-acylated indolizines including alkyl, aryl, and heteroaryl substituents.

SYNTHESIS OF INDOLIZINES

Disclosed are methods of preparing substituted indolizines represented by the following formula: comprising reacting a substrate represented by the following formula: with either the cyclization reagent of the following formula: or, a reagent prepared by reacting the compound represented the formula below with an alkylating agent: The variables in the above formulas are defined herein.

A new approach for the synthesis of fused pyrroles. The synthesis of acyl substituted pyrrolo[1,2-x]azines

N-Acetonyl- and N-phenacyl quaternary salts of α-methyl substituted heterocycles 16, 17, 21, 23 and 26 were converted with DMFDMA into the corresponding 3-acylpyrrolo[1,2-a]pyridine 18, 7-benzoylpyrrolo[1,2- c]pyrimidine 22, and 6-benzoylpyrrolo[1,2-a]pyrazine derivatives 24 and 27. A concurrent reaction produced methyl and phenyl substituted pyrrolo[1,2- x]azines 19, 20, 25 and 28.