38956-59-1

Usage

Uses

Used in Pharmaceutical Industry:
2-Acetamido-1,5-naphthyridine is used as a building block for the synthesis of pharmaceutical compounds and other organic molecules. Its unique structure and properties make it a promising candidate for medicinal chemistry and drug discovery.
Used in Drug Production:
2-Acetamido-1,5-naphthyridine is used as an important intermediate in the production of various drugs and biologically active compounds. Its presence in these compounds contributes to their therapeutic effects and potential applications in treating various diseases and conditions.

InChI:InChI=1/C10H9N3O/c1-7(14)12-10-5-4-8-9(13-10)3-2-6-11-8/h2-6H,1H3,(H,12,13,14)

Upstream product

• 17965-80-9 2-amino-1,5-naphthyridine 
• 108-24-7 acetic anhydride 
• 3430-10-2 2-methyl-3-pyridinamine 
• 947330-64-5 2-((trimethylsilyl)ethynyl)pyridin-3-amine 
• 1895-39-2 sodium chlorodifluoroacetate 
• 75-05-8 acetonitrile 

Downstream Products

• 64222-33-9 3-nitro-1,5-naphthyridin-2<1H>-one 

Relevant academic research and scientific papers

Methylamination of some 3-nitro-1,5-naphthyridines with liquid methylamine/potassium permanganate

3-Nitro-1,5-naphthyridine and its 2-substituted derivatives (1a-f) are dehydro-methylaminated with a solution of potassium permanganate in liquid methylamine (LMA-PP) to the corresponding 4-methylamino-3-nitro-1,5- naphthyridines (3a-e). The intermediary 4-methylamino σ adducts of 2-R-3-nitro-1,5-naphthyridines (R = H, NH2, Cl, NHCH3, OC2H5, OH) (2a-f) are detected by 1H nmr spectroscopy. The observed highly regioselective course of study reactions was confirmed by PM3 quantum chemical calculations of the reaction pathway. The calculations show satisfactory agreement between calculated and observed results. A convenient synthesis of 2-hydroxy- and 4-methylamino-3-nitro-1,5- naphthyridine are reported.

Solvent-Dependent Cyclization of 2-Alkynylanilines and ClCF2COONa for the Divergent Assembly of N-(Quinolin-2-yl)amides and Quinolin-2(1 H)-ones

Herein, we present an expedient Cu-catalyzed [5 + 1] cyclization of 2-alkynylanilines and ClCF2COONa to divergent construction of N-(quinolin-2-yl)amides and quinolin-2(1H)-ones by regulating the reaction solvents. Notably, nitrile acts as a solvent and performs the Ritter reactions. ClCF2COONa is used as a C1 synthon in this transformation, which also represents the first example for utilization of ClCF2COONa as an efficient desiliconization reagent. The current protocol involves in situ generation of isocyanide, copper-activated alkyne, Ritter reaction and protonation.