2012•Der pharma chemicaRequires access
Synthesis of novel mannich bases containing pyrazolones and indole systems
P. Nagarjuna Reddy, L. K. Ravindranath, Kuruva Ch, rasekhar, P. Rameshbabu, G. Madhu, K.S.Bhavani Aiswarya
Open publisher page 3 citations
Abstract
Novel mannich bases N-(2- ((R) -1- ((Z) -2- (1-((4-methyl piperazin-1-yl) methyl) -2-oxoindolin-3-ylidene) hydrazinyl) -1-oxopropan -2-ylamino) -2-oxoethyl) -4-(5–oxo –4-(2-phenyl hydrazono) -3-(trifluoromethyl) -4, 5- dihydro -1H –pyrazol -1-yl) benzamide were synthesized by the condensation reaction between (R)-N-(2-(1- hydrazinyl-1-oxopropan-2-ylamino)-2-oxoethyl)-4-(5–oxo–4-(2-phenyl hydrazono)-3- (trifluoromethyl) -4, 5- dihydro -1H –pyrazol -1 -yl) benzamide with isatin afford corresponding N-(2-oxo-2-((R)-1-oxo-1-((Z)-2-(2- oxoindolin-3-ylidene)hydrazinyl)propan-2-ylamino)ethyl)-4-(5–oxo–4-(2-phenylhydrazono)-3-(trifluoromethyl)-4, 5-dihydro-1H-pyrazol-1-yl)benzamide.This was subjected to mannich reaction with cyclic secondary amine such as piperidine/marpholine/N-methyl piperidine in the presence of formaldehyde in DMF to give corresponding mannich base N-(2- ((R) -1- ((Z) -2- (1-((4-methyl piperazin-1-yl) methyl) -2-oxoindolin-3-ylidene) hydrazinyl) -1-oxopropan -2-ylamino) -2-oxoethyl) -4-(5–oxo –4-(2-phenyl hydrazono) -3-(trifluoromethyl) -4, 5-dihydro -1H –pyrazol -1-yl) benzamide in excellent yields.The structure of these newly synthesized compounds were characterized by 1HNMR, Mass, IR&Elemental analysis.