Palladium(II)-Catalyzed Three-Component Tandem Cyclization Reaction for the One-Pot Assembly of 4-Arylquinazolines was written by Wang, Zijuan;Chen, Wenteng;He, Chang;Zhang, Guolin;Yu, Yongping. And the article was included in Synthesis in 2021.Synthetic Route of C7H5ClN2 This article mentions the following:
A one-pot method for joining three sep. components leading to an assortment of 4-arylquinazolines I (R1 = H, 6-Cl, 7-Cl, 8-Cl, 6-Me, 6-Br; R2 = H, Me, Ph; R3 = C6H5, 4-ClC6H4, 4-CH3C6H4, etc.) in good to excellent yields is described. The method consists of a palladium(II)-catalyzed cascade reaction involving C(sp)-C(sp2) coupling followed by intramol. C-N bond formation. The reaction was readily scaled up to gram quantity and successfully applied to the synthesis of a translocator protein (TSPO) ligand II. In the experiment, the researchers used many compounds, for example, 2-Amino-3-chlorobenzonitrile (cas: 53312-77-9Synthetic Route of C7H5ClN2).
2-Amino-3-chlorobenzonitrile (cas: 53312-77-9) belongs to nitriles. Nitrile carbon shifts are in the range of 115–125 ppm whereas in isonitriles the shifts are around 155–165 ppm. Nitriles are susceptible to hydrogenation over diverse metal catalysts. The reaction can afford either the primary amine (RCH2NH2) or the tertiary amine ((RCH2)3N), depending on conditions.Synthetic Route of C7H5ClN2
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts