Novel synthetic route of aryl-aminopyrazine

We report a novel synthetic route of aryl-aminopyrazine through a new cyclization reaction by using a hydroxylamine. Starting from Boc-glycine and aminonitrile, the aminopyrazine ring was prepared in several steps. After trifluoromethane sulfonylation of the aminopyrazinone, the resultant triflate was subjected to Suzuki–Miyaura coupling reaction with aryl boronic acid to afford coelenteramine.