A four-component, one-pot synthesis of highly substituted 1,4-dihydro-1,8-naphthyridine-3-carboxamides (original) (raw)

Simple and Efficient Synthesis of 2,7-Difunctionalized-1,8-Naphthyridines

Molecules, 2005

The syntheses in good yields of some new difunctionalized 1,8-naphthyridines 4, 6, 8 and 9 and a novel triethylene glycol ether-linked dinaphthyridine, 10a, along with the mononaphthyridine-linked ether alcohol 10b are described. An improved and milder method for the synthesis of 2,7-diamino-1,8-naphthyridine is also reported.

*Corresponding Synthesis of some 1, 8-Naphthyridine Derivatives with Comparative Studies of Cyclization in Two Different Acids

Synthesis of some new 1,8-naphthyridines (out of which four are new) derivatives were described. The synthesized compounds were prepared by the condensation of 2,6-diaminopyridine and 1,3-dicarbonyl compounds with various chemical reagents. However, there are significant effects on yields and isomer ratios depending on the use of perchloric or phosphoric acids in the condensation reaction. Based on the isomer ratios, some probable reaction mechanisms are proposed. The purity of the new synthesized compounds were checked by performing TLC using appropriate solvent and the spots were visualized in the UV light. The chemical structure of the compounds were confirmed by FT-IR, 1 H, 13 C-NMR spectroscopy.

2-amino-3-substituted 1,6-naphthyridines

Journal of Heterocyclic Chemistry, 1972

A new versatile method for the synthesis of 2-amino-3substituted 1,6-naphthyridines has been achieved through an application of the Friedlander method. Derivatives containing alkyl, aryl, heteroaryl, nitrile, carboxamide, arid carboxylic acid substituents in the 3-position were directly prepared from 4-aminonicotinaldehyde.

An Expedient One-Pot Synthesis of BENZO-1,8-NAPHTHYRIDINES Under Ambient Temperature Condition

2017

A convenient catalyst ceric ammonium nitrate was employed for the synthesis of benzo-1,8-naphthyridines via a one-pot reaction of aromatic aldehydes, 2-amino pyridine and malononitrile in solvent ethanol under ambient temperature condition. The present protocol offers some of the agreeable features such as mild reaction conditions, environmentally benign, non-toxicity of reagent, easy experimental workup and excellent yields of desired products.

1,8-Naphthyridine-3-carboxamide derivatives with anticancer and anti-inflammatory activity

European Journal of Medicinal Chemistry, 2009

A number of 1-propargyl-1,8-naphthyridine-3-carboxamide derivatives (15-35) have been synthesized and screened for their in vitro cytotoxicity and anti-inflammatory activity. Compounds 22, 31 and 34 have shown high cytotoxicity against a number of cancer cell lines, while compound 24 showed significant anti-inflammatory activity.