186315-19-5

Basic information

• Product Name: 1-(1-Ethoxycarbonyl-4-piperidinyl)-4-(4-fluorophenyl)-5-acetylimidazole
• Synonyms: 1-(1-Ethoxycarbonyl-4-piperidinyl)-4-(4-fluorophenyl)-5-acetylimidazole
• CAS NO: 186315-19-5
• Molecular Weight: 359.4
• Mol File: 186315-19-5.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1-(1-Ethoxycarbonyl-4-piperidinyl)-4-(4-fluorophenyl)-5-acetylimidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(1-Ethoxycarbonyl-4-piperidinyl)-4-(4-fluorophenyl)-5-acetylimidazole(186315-19-5)
• EPA Substance Registry System: 1-(1-Ethoxycarbonyl-4-piperidinyl)-4-(4-fluorophenyl)-5-acetylimidazole(186315-19-5)

Safety Data

• Hazardous Substances Data: 186315-19-5(Hazardous Substances Data)

Upstream product

• 58859-46-4 ethyl 4-aminopiperidine-1-carboxylate 
• 584-08-7 potassium carbonate 
• 165806-95-1 1-((4-fluorophenyl)(isocyano)methylsulfonyl)-4-methylbenzene 
• 78-98-8 2-oxopropanal 

Downstream Products

• 165806-53-1 SB220025 

Relevant articles and documents

An Investigation of Imidazole and Oxazole Syntheses Using Aryl-Substituted TosMIC Reagents

This article describes efficient and mild protocols for preparing polysubstituted imidazoles in a single pot from aryl-substituted tosylmethyl isocyanide (TosMIC) reagents and imines generated in situ. Traditional imine-forming reactions employing virtually any aldehyde and amine followed by addition of the TosMIC reagent delivers 1,4,5-trisubstituted imidazoles with predictable regiochemistry. Employing chiral amines and aldehydes, particularly those derived from α-amino acids, affords imidazoles with asymmetric centers appended to N-1 or C-5 with excellent retention of chiral purity. 1,4-Disubstituted imidazoles are also readily prepared by a simple variant of the above procedure. Selecting glyoxylic acid as the aldehyde component of this procedure leads to intermediates such as 48, which readily undergo decarboxylation and elimination of the tosyl moiety to deliver 1,4-disubstituted imidazoles in high yields. Alternatively, using NH4OH as the amine component in conjunction with a variety of aldehydes delivers 4,5-disubstituted imidazoles in moderate to good yields in a single pot while avoiding the need for protecting groups. Finally, the facile preparation of mono- and disubstituted oxazoles from these TosMIC reagents and aldehydes is described.

Synthesis for 4-aryl-5-pyrimidine imidazole substituted derivatives

The present invention relates to a novel method for synthesizing imidazole derivatives having 4-aryl, 5-pyrimidine heterocyclic rings using a novel cycloaddition reaction.

Imidazole compounds and compositions

Novel 1,4,5-substituted imidazole compounds and compositions for use in therapy as cytokine inhibitors.