Synthesis of 3‐Aminopyrido[2,1‐ <i>a</i> ]isoquinolin‐4‐one Derivatives <i>via</i> Condensation of Azlactones with 1‐Alkyl‐3,4‐dihydroisoquinolines
Vladislav Yu. Shuvalov, Анна Л. Самсоненко, Yuliya S. Rozhkova, Vyacheslav V. Morozov, Yurii V. Shklyaev, Alexander S. Fisyuk
Abstract
Abstract Reactions of available 1‐alkyl‐3,4‐dihydroisoquinolines with 4‐(2,2,2‐trifluoroacetyl)‐, 4‐acetyl‐ or 4‐(ethoxy‐methylene)‐2‐aryloxazol‐5(4 H )‐ones were studied. A series of new 3‐amino‐6,7‐dihydro‐4 H ‐pyrido[2,1‐ a ]isoquinolin‐4‐one derivatives was synthesized. The intermediates formed as a result of the addition of azlactone to 1‐methyl‐3,4‐dihydroisoquinoline were isolated. The effect of the nature of the substituents, as well as the reaction conditions on the yield and structure of the title products was revealed.
Topics & Concepts
ChemistryAlkylYield (engineering)CondensationMethyleneAlkoxy groupMedicinal chemistryCondensation reactionOrganic chemistryCatalysisMaterials sciencePhysicsMetallurgyThermodynamicsSynthesis and Biological ActivityChemical synthesis and alkaloidsSynthesis and Reactions of Organic Compounds