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J-GLOBAL ID：201802212760140619   Reference number：18A0947904

SYNTHESIS OF NOVEL ANGULAR AND LINEAR FUSED [5-6-5] HETEROCYCLES BY THE REACTION OF METHYL CYANO-(3-CYANO-4,5-DIHYDRO-2(3H)-FURANYLIDENE)ACETATE WITH HYDRAZINES AND DIMETHYLFORMAMIDE DIMETHYL ACETAL

メチルシアノ-(3-シアノ-4,5-ジヒドロ-2(3H)-フラニリデン)アセタートとヒドラジン類およびジメチルホルムアミドジメチルアセタールとの反応による新規な角度的ならびに直線的に縮合した[5-6-5]複素環化合物の合成

Author (4)： OKABE-NAKAHARA Fumi (Fukuoka Univ., Fukuoka, JPN) ,  MASUMOTO Eiichi (Fukuoka Univ., Fukuoka, JPN) ,  MARUOKA Hiroshi (Fukuoka Univ., Fukuoka, JPN) ,  YAMAGATA Kenji (Fukuoka Univ., Fukuoka, JPN)
Material： Heterocycles  (International Journal for Reviews and Communications in Heterocyclic Chemistry)
Volume： 96  Issue： 4  Page： 664-676  Publication year： Apr. 01, 2018 
JST Material Number： S0966A  ISSN： 0385-5414  CODEN： HTCYAM  Document type： Article
Article type： 原著論文  Country of issue： Japan (JPN)  Language： ENGLISH (EN)

Thesaurus term： chemical synthesis ,  condensation reaction ,  *cyclization reaction ,  *lactam ,  hydrazines ,  hydrazine ,  hydrate ,  aliphatic compound ,  vic-polynitrogen compound
Semi thesaurus term： Triazoles ,  hydrazine hydrate ,  Pyrazoles ,  Pyridines ,  Pyrimidines

JST classification (1)： Nitrogen heterocycles in general  (CF07040G)

Substance index (16)： 1-(4-Methoxyphenyl)-3-(1-cyano-3-hydroxypropyl)-5-amino-1H-pyrazole-4-carboxylic acid methyl ester ,  1-Phenyl-3-(1-cyano-3-hydroxypropyl)-5-amino-1H-pyrazole-4-carboxylic acid methyl ester ,  1-Methyl-3-(1-cyano-3-hydroxypropyl)-5-amino-1H-pyrazole-4-carboxylic acid methyl ester ,  2-(4-Methoxyphenyl)-3,5,6-triamino-7-(2-hydroxyethyl)-2H-pyrazolo[4,3-c]pyridine-4(5H)-one ,  2-(4-Methoxyphenyl)-3-[[(dimethylamino)methylene]amino]spiro[8H-1,2,4a,5,7-pentaaza-s-indacene-8,1′-cyclopropane]-4(2H)-one ,  2-Phenyl-3,5,6-triamino-7-(2-hydroxyethyl)-2H-pyrazolo[4,3-c]pyridine-4(5H)-one ,  2-Phenyl-3-[[(dimethylamino)methylene]amino]spiro[8H-1,2,4a,5,7-pentaaza-s-indacene-8,1′-cyclopropane]-4(2H)-one ,  2-Methyl-3,5,6-triamino-7-(2-hydroxyethyl)-2H-pyrazolo[4,3-c]pyridine-4(5H)-one ,  2-Methyl-3-[[(dimethylamino)methylene]amino]spiro[8H-1,2,4a,5,7-pentaaza-s-indacene-8,1′-cyclopropane]-4(2H)-one ,  4-(2-Hydroxyethyl)-3′,5-diamino-Δ^{3,4′(2H,5′H)}-bi[1H-pyrazole]-5′-one ,  7-[[(Dimethylamino)methylene]amino]-8-(2-hydroxyethyl)-6H-2,3,4,5a,6-pentaaza-as-indacene-1(2H)-one ,  N,N-Dimethyldimethoxymethanamine ,  Cyano[1-methyl-4-(2-hydroxyethyl)-5-amino-1,2-dihydro-3H-pyrazole-3-ylidene]acetic acid methyl ester ,  Cyano[3-cyano-4,5-dihydrofuran-2(3H)-ylidene]acetic acid methyl ester ,  Cyano[4-(2-hydroxyethyl)-5-amino-1,2-dihydro-3H-pyrazole-3-ylidene]acetic acid methyl ester ,  Monomethylhydrazine

Reference (12)：

• (a) S. Xiao, C. Chen, H. Li, K. Lin, and W. Zhou, Org. Process Res. Dev., 2015, 19, 373; (b) B. E. Maryanoff, S. O. Nortey, J. F. Gardocki, R. P. Shank, and S. P. Dodgson, J. Med. Chem., 1987, 30, 880.
• S. Hilton and S. Rossiter, 'Comprehensive Heterocyclic Chemistry III: Three Heterocyclic Rings Fused (5-6-5)' Vol 12, ed. by K. Jones, Elsevier, 2008, p 711.
• J. Kempson, J. Guo, J. Das, R. V. Moquin, S. H. Spergel, S. H. Watterson, C. M. Langevine, A. J. Dyckman, M. Pattoli, J. R. Burke, X. Yang, K. M. Gillooly, K. W. McIntyre, L. Chen, J. H. Dodd, M. McKinnon, J. C. Barrish, and W. J. Pitts, Bioorg. Med. Chem. Lett., 2009, 19, 2646.
• K. Nepali, G. Singh, A. Turan, A. Agarwal, S. Sapra, R. Kumar, U. C. Banerjee, P. K. Verma, N. K. Satti, M. K. Gupta, O. P. Suri, and K. L. Dhar, Bioorg. Med. Chem., 2011, 19, 1950.
• (a) M. Zak, R. Mendonca, M. Balazs, K. Barrett, P. Bergeron, W. S. Blair, C. Chang, G. Deshmukh, J. DeVoss, P. S. Dragovich, C. Eigenbrot, N. Ghilardi, P. Gibbons, S. Gradl, C. Hamman, E. J. Hanan, E. Harstad, P. R. Hewitt, C. A. Hurley, T. Jin, A. Johnson, T. Johnson, J. R. Kenny, M. F. T. Koehler, P. B. Kohli, J. J. Kulagowski, S. Labadie, J. Liao, M. Liimatta, Z. Lin, P. J. Lupardus, R. J. Maxey, J. M. Murray, R. Pulk, M. Rodriguez, S. Savage, S. Shia, M. Steffek, S. Ubhayakar, M. Ultsch, A. Abbema, S. I. Ward, L. Xiao, and Y. Xiao, J. Med Chem., 2012, 55, 6176; (b) C. A. Hurley, W. S. Blair, R. J. Bull, C. Chang, P. H. Crackett, G. Deshmukh, H. J. Dyke, R. Fong, N. Ghilardi, P. Gibbons, P. R. Hewitt, A. Johnson, T. Johnson, J. R. Kenny, P. B. Kohli, J. J. Kulagowski, M. Liimatta, P. J. Lupardus, R. J. Maxey, R. Mendonca, R. Narukulla, R. Pulk, S. Ubhayakar, A. Abbema, S. I. Ward, B. Waszkowycz, and M. Zak, Bioorg. Med. Chem. Lett., 2013, 23, 3592; (c) S. V. Epps, B. Fiamengo, J. Edmunds, A. Ericsson, K. Frank, M. Friedman, D. George, J. George, E. Goedken, B. Kotecki, G. Martinez, P. Merta, M. Morytko, S. Shekhar, B. Skinner, K. Stewart, J. Voss, G. Wallace, L. Wang, L. Wang, and N. Wishart, Bioorg. Med. Chem. Lett., 2013, 23, 693.

Terms in the title (6)： シア ,  アセタート ,  ヒドラジン類 ,  直線 ,  縮合 ,  複素環化合物の合成