Efficient Access to 2,6,8-Trisubstituted 4-Aminoquinazolines through Microwave-Assisted One-Pot Chemoselective Tris-Suzuki-Miyaura or SNAr/Bis-Suzuki-Miyaura Reactions in Water was written by Kabri, Youssef;Crozet, Maxime D.;Terme, Thierry;Vanelle, Patrice. And the article was included in European Journal of Organic Chemistry in 2015.Application In Synthesis of 2-Amino-3,5-dibromobenzonitrile This article mentions the following:
An efficient, sequential, one-pot strategy for synthesizing polyfunctionalized quinazoline derivatives is presented. After selective amination of 6,8-dibromo-2,4-dichloroquinazoline at the C-4 position, 2,6,8-trisubstituted 4-aminoquinazoline derivatives I (R = 4-MeOC6H4, 4-ClC6H4, pyridin-3-yl, etc.) were prepared through one-pot chemoselective sequential tris-Suzuki-Miyaura or SNAr/bis-Suzuki-Miyaura reactions under microwave irradiation in an aqueous medium. This approach, used with a variety of boronic acids, affords polysubstituted quinazoline derivatives in good to excellent yields in only a few steps and in the environmentally benign solvent water. In the experiment, the researchers used many compounds, for example, 2-Amino-3,5-dibromobenzonitrile (cas: 68385-95-5Application In Synthesis of 2-Amino-3,5-dibromobenzonitrile).
2-Amino-3,5-dibromobenzonitrile (cas: 68385-95-5) belongs to nitriles. Nitrile compounds can be prepared by the incorporation of a cyanide source through C–C bond formation or by dehydration of primary carboxamides. Alkyl nitriles are sufficiently acidic to undergo deprotonation of the C-H bond adjacent to the CN group.Strong bases are required, such as lithium diisopropylamide and butyl lithium. The product is referred to as a nitrile anion. Application In Synthesis of 2-Amino-3,5-dibromobenzonitrile
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts