Antimitotic agents. Alterations at the 2, 3-positions of ethyl (5-amino-1, 2-dihydropyrido [3, 4-b] pyrazin-7-yl) carbamates

C Temple Jr, GA Rener, RN Comber…

Index: Temple, Carroll; Rener, Gregory A.; Comber, Robert N.; Waud, William R. Journal of Medicinal Chemistry, 1991 , vol. 34, # 11 p. 3176 - 3181

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Citation Number: 3

Abstract

The reaction of ethyl (6-amino-4-chloro-5-nitropyridin-2-yl) carbamate (2) with a-amino ketone oximes gave 4-[(2-oxoethyl) amino] pyridine oximes 3, which were reductively cyclized to give a series of ethyl (1, Pdihydro-pyrido [3, 4-b] pyrazin-7-yl) carbamates (6). In another approach, a-nitro ketones, a-oximino ketones, and a-nitro alcohols were reduced to give a-amino alcohols, which were reacted with 2 to give 4-[(2-hydroxyethyl) aino] ...