Synthesis of 5-bromo-6-methyl imidazopyrazine, 5-bromo and 5-chloro-6-methyl imidazopyridine using electron density surface maps to guide synthetic strategy

…, Z Wang, B Zhang, Q Zhang, DL Gray, JE Davoren

Index: Harris, Anthony R.; Nason, Deane M.; Collantes, Elizabeth M.; Xu, Wenjian; Chi, Yushi; Wang, Zhihan; Zhang, Bingzhi; Zhang, Qingjian; Gray, David L.; Davoren, Jennifer E. Tetrahedron, 2011 , vol. 67, # 47 p. 9063 - 9066

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Citation Number: 5

Abstract

Small heteroaromatic rings are valuable monomers in drug discovery that can enable rapid access to novel and desirable chemical space. Installation of a synthetic handle on a heteroaromatic core may be difficult if steric and electronic factors are not in alignment with the desired transformation. Described are practical routes for the construction of 5-bromo-6- methyl imidazopyrazine (1) as well as 5-bromo and 5-chloro-6-methyl imidazopyridines ( ...