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Efficient acid catalytic synthesis of pyrazolopyrimidines from 1H-pyrazol-5-yl-N,N-dimethylformamidines with cyanamide
Authors:Shuo-En Tsai  Wan-Ping Yen  Ching-Chun Tseng  Jia-Jun Xie  Ming Yu Liou  Yi-Ting Li  Naoto Uramaru  Fung Fuh Wong
Institution:1. School of Pharmacy, China Medical University, No. 91, Hsueh-Shih Rd., Taichung, 40402, Taiwan;2. Ph.D. Program for Biotech Pharmaceutical Industry, China Medical University, No. 91, Hsueh-Shih Rd., Taichung, 40402, Taiwan;3. Master Program for Pharmaceutical Manufacture, China Medical University, No. 91, Hsueh-Shih Rd., Taichung, 40402, Taiwan;4. Department of Environmental Science, Nihon Pharmaceutical University, 10281, Komuro, Ina-machi, Kitaadachi-gun, Saitama, Japan
Abstract:The efficient acid catalytic synthesis of pyrazolo 3,4-d]pyrimidine was developed by treating 1H-pyrazol-5-yl-N,N-dimethylformamidine with various aminating agents including N,O-bis(trimethylsilyl)hydroxylamine (NHSiMe3(OSiMe3)), cyanamide (NH2C/>N), hydroxylamine (NH<sub>2</sub>OH), methoxyamine (NH<sub>2</sub>OMe), hydrazine (NH<sub>2</sub>NH<sub>2</sub>), and urea (NH<sub>2</sub>C(O)NH<sub>2</sub>) in acidic solution at reflux. Based on the experimental result, cyanamide (NH<sub>2</sub>C<img style=
Keywords:Pyrazolopyrimidines  Cyanamide  Formamidines  Heterocyclization
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