28907-35-9Relevant academic research and scientific papers
Synthesis of 10-substituted Benzo[b][1,8]Naphthyridin- 5(10H)-Ones based on the reaction of (2-Chloropyridin-3- YL)(2-Halophenyl)methanones with primary amines
Kobayashi, Kazuhiro,Yuba, Shohei,Komatsu, Toshihide
, p. 739 - 746 (2014/04/03)
The reaction of (2-chloropyridin-3-yl)(2-halophenyl)methanones, derived from 2-chloropyridine and 2-halobenzaldehydes, with two equivalents of benzenamines or arylmethanamines followed by treatment of the resulting (2-aryl(or arylmethyl)aminopyridin-2-yl)(2-halophenyl)methanones with sodium hydride in DMF at 0 °C to room temperature have proven to provide an efficient method for the preparation of 10-aryl(or arylmethyl)benzo[b][1,8] naphthyridin- 5(10H)-ones. This methodology is shown to be applicable for the preparation benzo[b][1,7]naphthyridin-5(10H)-one derivatives by using 3-chloropyridine as a starting material in place of 2-chloropyridine.
Attempts at new synthesis of 5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
Oklobdzija,Comisso,Decorte,et al.
, p. 1335 - 1338 (2007/10/02)
Attempting some new approaches to 5,11-dihydro-6H-pyrido[2,3-b)[1,4]benzodiazepin-6-one (6), compounds 8, 10 and 11 were prepared. Ring enlargement of 4 into 6 failed, as well as condensation of 10 and 11 into ID, which is the potential precursor of pirenzepin (11-[2'-(4'-methylpiperazin-1'-yl)]acetyl derivative of 6) via an envisaged intramolecular Diels-Alder reaction. Model compounds 5 and 13 were prepared and their behaviour in analogous reactions explained the failures of the intended transformations of 4, as well as of condensation of 10 and 11.
