Abstract
A series of 2-anilinopyrimidines including novel derivatives has been obtained from 2-chloro-4,6-dimethylpyrimidine by aromatic nucleophilic substitution with differently substituted anilines under microwave conditions. The substituents had a significant impact on the course and efficiency of the reaction. The results reported herein demonstrate the efficacy of microwaves in the synthesis of the title heterocyclic compounds as compared to the results obtained with conventional heating. The 2-anilinopyrimidines described are of potential bioactivity.
Highlights
The biological activity of anilinopyrimidines as fungicides and pesticides is well-known and widely reported.1–7 Recently, a few 2-anilinopyrimidine derivatives have been evaluated as kinase inhibitors having antiproliferative activity against cancer cell lines.8–11 The role of this class of compounds in the generation of supramolecular networks for molecular recognition has been demonstrated
The results reported demonstrate the efficacy of microwaves in the synthesis of the title heterocyclic compounds as compared to the results obtained with conventional heating
In this article we describe the simple synthesis of a series of anilinopyrimidine derivatives including three new compounds by the reaction of 2-chloro-4,6-dimethylpyrimidine with substituted anilines under MW irradiation
Summary
The biological activity of anilinopyrimidines as fungicides and pesticides is well-known and widely reported. Recently, a few 2-anilinopyrimidine derivatives have been evaluated as kinase inhibitors having antiproliferative activity against cancer cell lines. The role of this class of compounds in the generation of supramolecular networks for molecular recognition has been demonstrated.. A few 2-anilinopyrimidine derivatives have been evaluated as kinase inhibitors having antiproliferative activity against cancer cell lines.. A few 2-anilinopyrimidine derivatives have been evaluated as kinase inhibitors having antiproliferative activity against cancer cell lines.8–11 The role of this class of compounds in the generation of supramolecular networks for molecular recognition has been demonstrated.. In this article we describe the simple synthesis of a series of anilinopyrimidine derivatives including three new compounds by the reaction of 2-chloro-4,6-dimethylpyrimidine with substituted anilines under MW irradiation. This method represents a novel approach to the synthesis of the target compounds, and allows high yields in eco-friendly conditions. Some green and recyclable reaction media have been proposed, such as water, PEG-200, and 2-methyltetrahydrofuran. The use of ethanol, one of the environmentally preferable solvents, confers the eco-friendly character to the synthesis of the investigated compounds.
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