Abstract
In this paper, a novel synthetic method for 4-N-substituted 6-bromopyrido[2,3-d]pyrimidines was reported. Starting from 2-aminonicotinonitrile, following by bromination of aromatic ring, condensation, cyclization, and Dimroth rearrangement, a series of 21 new pyrido[2,3-d]pyrimidine derivatives was prepared in high yields (up to 98%). In the last two steps, microwave irradiation was used. The structures of synthesized compounds were determined by NMR, IR, and HRMS techniques. The results showed that application of microwave irradiation has a beneficial effect for the preparation of desired products, as it is simple and efficient method for improving the yields and reducing the formation of undesirable by-products.
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Project supported by the Jiangsu Prospective Joint Research Project (No. BY2016066-02) and College Students Innovation Project (No. 201410324014Z).
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Sun, YQ., Zong, CY., Ji, JY. et al. Efficient and library-friendly synthesis of 4-N-substituted 6-bromopyrido[2,3-d]pyrimidines under microwave irradiation. Chem. Pap. 72, 2965–2972 (2018). https://doi.org/10.1007/s11696-018-0498-3
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DOI: https://doi.org/10.1007/s11696-018-0498-3