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J-GLOBAL ID：201102236711934069   Reference number：11A1218569

SYNTHESIS AND SUBSTITUTION REACTIONS OF 4(6)-CHLORO-DIHYDROPYRIMIDINES

4(6)-クロロ-ジヒドロピリミジン類の合成と置換反応

Author (7)： CHO Hidetsura (Tohoku Univ., Sendai, JPN) ,  CHO Hidetsura (Tohoku Univ.) ,  YASUI Yoshizumi (Tohoku Univ.) ,  KOBAYASHI Satoshi (Tohoku Univ.) ,  KWON Eunsang (Tohoku Univ., Sendai, JPN) ,  ARISAWA Mieko (Tohoku Univ.) ,  YAMAGUCHI Masahiko (Tohoku Univ.)
Material： Heterocycles  (International Journal for Reviews and Communications in Heterocyclic Chemistry)
Volume： 83  Issue： 8  Page： 1807-1818  Publication year： Aug. 01, 2011 
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： *nitrogen heterocyclic compound ,  chlorination(chemical reaction) ,  aromatic chlorine compound ,  *Suzuki reaction
Semi thesaurus term： *Pyrimidines

JST classification (1)： Pyrimidines  (CF07103W)

Substance index (11)： Phenylboronic acid ,  6-Chloro-1,4-dihydro-2-methyl-4-phenylpyrimidine-5-carboxylic acid ethyl ester ,  2-Methyl-4-chloro-6-phenylpyrimidine-1,5(6H)-dicarboxylic acid 1-tert-butyl 5-ethyl ester ,  2-Methyl-4,6-diphenylpyrimidine-1,5(6H)-dicarboxylic acid 1-tert-butyl 5-ethyl ester ,  2-Methyl-4-(2-methylphenyl)-6-phenylpyrimidine-1,5(6H)-dicarboxylic acid 1-tert-butyl 5-ethyl ester ,  4-(4-Methoxyphenyl)-2-methyl-6-phenylpyrimidine-1,5(6H)-dicarboxylic acid 1-tert-butyl 5-ethyl ester ,  2-Methyl-4-(4-nitrophenyl)-6-phenylpyrimidine-1,5(6H)-dicarboxylic acid 1-tert-butyl 5-ethyl ester ,  1,4-Dihydro-2-methyl-4,6-diphenylpyrimidine-5-carboxylic acid ethyl ester ,  1,4-Dihydro-2-methyl-6-(2-methylphenyl)-4-phenylpyrimidine-5-carboxylic acid ethyl ester ,  1,4-Dihydro-6-(4-methoxyphenyl)-2-methyl-4-phenylpyrimidine-5-carboxylic acid ethyl ester ,  1,4-Dihydro-2-methyl-6-(4-nitrophenyl)-4-phenylpyrimidine-5-carboxylic acid ethyl ester

Reference (6)：

• 1. a) W. Traube and R. Schwarz, Chem. Ber., 1899, 32, 3163; b) H. Cho, T. Iwashita, M. Ueda, A. Mizuno, K. Mizukawa, and M. Hamaguchi, I Am. Chem. Soc., 1988, 110, 4832; c) H. Cho, K. Shima, M. Hayashimatsu, Y. Ohnaka, A. Mizuno, and Y. Takeuchi, J. Org. Chem., 1985, 50, 4227; d) H. Cho, Y. Ohnaka, M. Hayashimatsu, M. Ueda, and K. Shima, Tetrahedron Lett., 1986, 27, 6377; e) H. Cho, A. Mizuno, K. Shima, M. Ueda, Y. Takeuchi, M. Hamaguchi, and N. Taniguchi, Heterocycles, 1988, 27, 769; f) A. L. Weis, Synthesis, 1985, 528; g) C. Kashima, M. Shimizu, M. Katoh, and Y. Omote, Tetrahedron Lett., 1983, 24, 209.
• 2. H. Cho, Y. Nishimura, Y. Yasui, S. Kobayashi, S. Yoshida, E. Kwon, and M. Yamaguchi, Tetrahedron, 2011, 67, 2661.
• 3. (a) T. Yanagi, N. Miyaura, and A. Suzuki, Synth. Commun., 1981, 11, 513; (b) N. Miyaura, K. Yamada, H. Suginome, and A. Suzuki, J. Am. Chem. Soc., 1985, 107, 972; (c) A. Suzuki, Chem. Commun., 2005, 4759; (d) A. Suzuki, Proc. Jpn, Acad., 2004, 80, 359.
• 4. A. J. Zych, H.-J. Wang, and S. A. Sakwa, Tetrahedron Lett., 2010, 5103.
• 5. (a) R. A. Baxter and F. S. Spring, J. Chem. Soc., 1947, 1179; (b) K. Folkers and T. B. Johnson, Am. Chem. Soc., 1933, 55, 2886; (c) H. Cho, M. Ueda, A. Mizuno, T. Ishihara, K. Aisaka, and T. Noguchi, Chem. Pharm. Bull., 1989, 37, 2117.

Terms in the title (1)： 置換反応