24691-94-9

Basic information

• Product Name: 2-Pyridinecarboxamide, 3-methyl-N-phenyl-
• CAS NO: 24691-94-9
• Molecular Formula: C13H12N2O
• Molecular Weight: 212.251
• Mol File: 24691-94-9.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 2-Pyridinecarboxamide, 3-methyl-N-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pyridinecarboxamide, 3-methyl-N-phenyl-(24691-94-9)
• EPA Substance Registry System: 2-Pyridinecarboxamide, 3-methyl-N-phenyl-(24691-94-9)

Safety Data

• Hazardous Substances Data: 24691-94-9(Hazardous Substances Data)

Upstream product

• 62-53-3 aniline 
• 64588-88-1 3-methyl-2-pyridinecarboxylic acid chloride 
• 4021-07-2 3-methyl-pyridine-2-carboxylic acid 
• 10354-53-7 N-phenylpicolinamide 
• 74-88-4 methyl iodide 

Downstream Products

• 1575753-46-6 3-methyl-N-(2-morpholinophenyl)picolinamide 
• 23779-99-9 floctafenine 
• 23779-97-7 4-chloro-8-(trifluoromethyl)quinoline 
• 450383-19-4 2,2-dimethyl-5-({[2-(trifluoromethyl)phenyl]amino}methylidene)-1,3-dioxane-4,6-dione 
• 93919-57-4 8-(trifluoromethyl)quinoline-4(1H)-one 
• 88-17-5 2-(trifluoromethyl)benzenamine 
• 380614-72-2 3-[2-(2-bromo-pyridin-3-yl)-ethyl]-pyridine-2-carboxylic acid methyl-phenyl-amide 
• 380614-80-2 3-[2-(2-bromo-pyridin-3-yl)-ethyl]-pyridine-2-carboxylic acid phenylamide 
• 251353-78-3 3-[2-(5-chloro-2-iodo-phenyl)-ethyl]-pyridine-2-carboxylic acid phenylamide 

Relevant articles and documents

A metal-free picolinamide assisted electrochemical ortho-trifluoromethylation of arylamines

An eco-friendly and effective electrochemical process was developed for the ortho-trifluoromethylation of arylamines using CF3SO2Na as the trifluoromethyl source, affording the desired products in moderate to good yields with high regioselectivity under mild reaction conditions. Importantly, the requirement for both transition metals and oxidants utilized in previous methods were avoided. A radical mechanism was proposed on the basis of various control experiments.

Iron-catalyzed: Ortho trifluoromethylation of anilines via picolinamide assisted photoinduced C-H functionalization

A convenient, oxidant-free protocol was developed for the ortho trifluoromethylation of aniline via picolinamide assisted Fe-promoted C-H functionalization under ultraviolet irradiation. In this transformation acetone essentially acted as both a solvent to dissolve reactants and a low-cost radical initiator to efficiently generate a CF3 radical from Langlois' reagent. A broad substrate scope was tolerated and picolinamide bearing strong electron withdrawing groups also could be transformed into the corresponding products with acceptable yields. Furthermore, the value of this method has been highlighted via the efficient synthesis of the nonsteroidal anti-inflammatory drug floctafenine.

Copper-catalyzed carboxamide-directed ortho amination of anilines with alkylamines at room temperature

In this report, a highly efficient method for the room temperature installation of alkyl amino motifs onto the ortho position of anilines via Cu-catalyzed carboxamide-directed amination with alkylamines is described. This method offers a practical solution for the rapid synthesis of complex arylamines from simple starting materials and enables new planning strategies for the construction of arylamine-containing pharmacophores. A single electron transfer (SET)-mediated mechanism is proposed.