56625-04-8

Basic information

• Product Name: N-PYRIDIN-3-YLMETHYL-FORMAMIDE
• Synonyms: N-PYRIDIN-3-YLMETHYL-FORMAMIDE
• CAS NO: 56625-04-8
• Molecular Formula: C₇H₈N₂O
• Molecular Weight: 136.15
• Mol File: 56625-04-8.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-PYRIDIN-3-YLMETHYL-FORMAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-PYRIDIN-3-YLMETHYL-FORMAMIDE(56625-04-8)
• EPA Substance Registry System: N-PYRIDIN-3-YLMETHYL-FORMAMIDE(56625-04-8)

Safety Data

• Hazardous Substances Data: 56625-04-8(Hazardous Substances Data)

Upstream product

• 3731-52-0 3-Aminomethylpyridine 
• 68-12-2 N,N-dimethyl-formamide 
• 64-18-6 formic acid 
• 123-76-2 levulinic acid 
• 67-56-1 methanol 
• 77287-34-4 formamide 
• 104-88-1 4-chlorobenzaldehyde 
• 58644-55-6 (3-Pyridylmethyl)isonitrile 
• 64-19-7 acetic acid 
• 109-94-4 formic acid ethyl ester 

Downstream Products

• 58644-55-6 (3-Pyridylmethyl)isonitrile 
• 22083-74-5 3-(1-methyl-pyrrolidin-2-yl)-pyridine 
• 20173-04-0 N-methyl-N-(3-pyridylmethyl)amine 
• 104936-47-2 N-Methyl-N-pyridin-3-ylmethyl-formamide 

Relevant articles and documents

Acceleration of the Passerini reaction in the presence of nucleophilic additives

An accelerating effect of nucleophilic additives was revealed for the Passerini multi-component reaction. The influence of aqueous solutions on the reaction rate was studied in detail and the direct involvement of water in the bond-making step was attributed as the basis of an accelerating effect. Other nucleophiles were tested as alternatives to water; as a result N-hydroxysuccinimide is proposed as an accelerant of the Passerini reaction.

Formamide Synthesis through Borinic Acid Catalysed Transamidation under Mild Conditions

A highly efficient and mild transamidation of amides with amines co-catalysed by borinic acid and acetic acid has been reported. A wide range of functionalised formamides was synthesized in excellent yields, including important chiral α-amino acid derivatives, with minor racemisation being observed. Experiments suggested that the reaction rely on a cooperative catalysis involving an enhanced boron-derived Lewis acidity rather than an improved Br?nsted acidity of acetic acid. Amide bonds are reputedly difficult to activate due to their high resonance stabilization. An unusual mild activation of dimethylformamide and formamide by borinic acid 1 (see scheme), illustrated by a general formylation of a wide range of amines, including chiral α-amino esters, has been reported.

Hydrogen acceptor- and base-free N-formylation of nitriles and amines using methanol as C1 source

An N-formylation method using methanol as the C1 source without a stoichiometric amount of activating reagent is described. Nitriles as well as amines can be directly used as substrates. The reaction is catalyzed by an N-heterocyclic carbene coordinated ruthenium(II) dihydride complex, which mediates methanol dehydrogenation, nitrile reduction, and C-N bond formation without any external base, hydrogen acceptor, or oxidant.