A novel and one pot synthesis of ethyl 7,12-dihydro-1,3,6,7,12-pentaazapleiadene-5-carboxylates

作者：Basetti Vishnu; Poturaju Venkatanarayana; Hosahalli Subramanya; Potluri Vijay^*

来源：Journal of the Indian Chemical Society, 2015, 92(6): 839-842.

• 4-Chloro-6-methylpyrimidine-5-carbonitrile
• pentaazapleiadenes
• stannous chloride
• domino method

A new tandem three-step synthesis of ethyl 7,12-dihydro-1,3,6,7,12-pentaazapleiadene-5-carboxylate derivatives (9a-j) has been accomplished stepwise. Reaction of 4-chloro-6-methylpyrimidine-5-carbonitrile with various 4-substituted 2-nitrohenzeneamines yielded the corresponding 4-(2-nitrophenylamino)-6-methylpyrimidine-5-carbonitriles (7a-j). These phenylamino methylpyrimidines reacted with diethyl oxalate to furnish (Z)-ethyl 3-(6-(2-nitrophenylamino)-5cyanopyrimidin-4-yl)-2-hydroxyacrylates (8a-j). The resulting (Z)-ethyl 3-(6-(2-nitrophenylamino)-5-cyanopyrimidin-4-yl)-2-hydroxyacrylates on reduction with SnCl2 center dot 2H(2)O in ethanol underwent cyclization to afford the desired products in good to very good yields.

• 出版日期2015-6