Efficient synthesis of 1, 4-diaryl-5-methyl-1, 2, 3-triazole, a potential mGluR1 antagonist, and the risk assessment study of arylazides

T Tsuritani, H Mizuno, N Nonoyama, S Kii…

Index: Tsuritani, Takayuki; Mizuno, Hiroo; Nonoyama, Nobuaki; Kii, Satoshi; Akao, Atsushi; Sato, Kimihiko; Yasuda, Nobuyoshi; Mase, Toshiaki Organic Process Research and Development, 2009 , vol. 13, # 6 p. 1407 - 1412

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Citation Number: 19

Abstract

A concise and practical synthesis of a 1, 4-diaryl-5-methyl-1, 2, 3-triazole is described. A mGluR1 antagonist 1 was prepared with one-pot operation by the Negishi coupling reaction between two building blocks, 5-bromophthalimidine (2) and 1-aryl-5-methyl-4-triazolylzinc (3- Zn). Bromide 2 was synthesized via N-selective cyclization of o-hydroxymethylbenzamide 8 easily prepared from phthalide 4. Zinc species 3-Zn was generated in situ by ...