synthesis and characterization of 2-methoxy-6-phenyl-5h-pyrrolo[3,4-b]pyrazine-5,7(6h)-dione and 7-hydroxy-3-methoxy-6-phenyl-6,7-dihydro-5h-pyrrolo[3,4-b]pyrazine-5-one and some derivatives

Keerti Saraswat, Shashi Kant Pandey


The process of producing a series of chemical combinations of 2-methoxy-6-phenyl-5H-pyrrolo[3,4-b]pyrazine-5,7(6H)-dione descendant [103-110] and 7-hydroxy-3-methoxy-6-phenyl-6,7-dihydro-5H-pyrrolo[3,4-b]pyrazine-5-one descendant [111-119], magnetized significant regard in prospective of curative requisition. The  fusion  was conved by conducting 2-hydroxyfuro [3,4-b]pyrazine-5,7-dione with equimolar Bromomethane in dry toluene at 0-5°C to get combination 2-methoxyfuro[3,4-b]pyrazine-5,7-dione which further at reflux condense with aniline derivatives to 2-methoxy-6-phenyl-5H-pyrrolo[3,4-b]pyrazine-5,7(6H)-dione derivatives with Potassium borohydride granules in methanol at 0-20°C converted to 7-hydroxy-3-methoxy-6-phenyl-6,7-dihydro-5H-pyrrolo[3,4-b]pyrazine-5-one descendant. The distinctive nature of all the incorporated combinations have been described by manipulating basic inspection (elemental analysis), IR, 1H NMR, 13C NMR spectroscopical.


Descendant; equimolar; incorporated; manipulating; granules.

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. Ju Y, and Varma RS. “Aqueous Nheterocyclization of primary amines and hydrazines with dihalides: microwave assisted syntheses of N-azacycloalkanes, isoindole, pyrazole, pyrazolidine, and phthalazine derivatives,” J. Org. Chem. 2006; 71(1); 135–141.

. Ju Y, D. Kumar D, and Varma RS. “Revisiting nucleophilic substitution reactions: microwave-assisted synthesis of azides, thiocyanates, and sulfones in an aqueous medium,” J. Org. Chem. 2006; 71(17); 6697–6700.

. Lokhande PD, Waghamare BY, and Sakate SS. “Regioselective one-pot synthesis of 3, 5-diarylpyrazoles,” I. J. Chem. B, 2005; 44(11); 2338–2342.

. Reddy GJ, Manjula D, Rao KS, Khalilullah M, and Latha D. “A Direct single step synthesis of 1,3-diaryl-4-cyanopyrazoles and their conversion to 1,3-diaryl-4-(4,6-diamino 1,3,5-triazin-2-yl)pyrazoles,” I. J. Chem. B, 2005; 44; 2412–2415.

. Zificsak C A, and Hlasta DJ. “Current methods for the synthesis of 2-substituted azoles,” Tetrahedron, 2004; 60(41); 8991– 9016.

. Haino T, Tanaka M, Ideta K, Kubo K, Mori A, and Fukazawa Y. “Solid-phase synthesis of liquid crystalline isoxazole library,” Tetrahedron Lett. 2004; 45(11); 2277– 2279.

. García-Valverde M, and Torroba T. “Special issue: sulfur-nitrogen heterocycles,” Molecules, 2005; 10(2); 318–320.

. Hopper DW, Crombie AL, Clemens JJ, and Kwon S, “Six-membered ring systems: pyridine and benzo derivatives,” Prog. Heter. Chem. 2009; 21; 330–374.

. Manlove A, and Groziak MP, “Six-membered ring systems: diazines and benzo derivatives,” Prog. Heter. Chem. 2009; 21; 375–414.

. Russell AD, “Mechanisms of bacterial insusceptibility to biocides,” The American Journal of Infection Control, 2001; 29(4); 259–261.

. Brown DJ, Compr. Heter. Chem. In Pergamon Press, Oxford, UK, 1984, 14.

. Elderfield RC, Hetero. Comp. John Wiley & Sons, New York, NY, USA, 1957, 6.

. Bruice PY, Org. Chem. Pearson Education, Singapore, 3rd edition, 2007.

. Dolezal M, and Zitko J. Pyrazine derivatives: a patent review (June 2012), Exp. Opi. Therape. Pat. 2014; 25(1); 33-47.

. Gilchrist T L, Hetero. Chem. 1997, ISBN 0-470-20481-8.

. Rybakov VR, Bush AA, Babaev EB, Aslanov LA. "3-Cyano-4, 6-dimethyl-2-pyridone (Guareschi Pyridone)". Acta Crystall. E. 2004; 6(2); 160–161.

. Boyd, Robert W, Morrison, Robert, Org. chem. Englewood Cliffs, N.J: Prentice Hall. 1992; 241–242.


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