Purines, pyrimidines, and imidazoles. Part 61. Reaction of 6-alkylamino-4-chloro-5-nitropyrimidines with diethyl malonate, ethyl cyanoacetate, and ethyl acetoacetate and some derived pyrrolo[3,2-d]pyrimidines related to the cytokinins

1985 ◽  
pp. 187 ◽  
Author(s):  
Stephen Gregson ◽  
Gordon Shaw
Keyword(s):  
Ethyl Acetoacetate ◽  
Ethyl Cyanoacetate ◽  
Diethyl Malonate

Condensation reactions of 1,1-dimorpholinoethene and of 1,1-dipiperidinoethene with carbon acids

1987 ◽  
Vol 65 (12) ◽  
pp. 2717-2721 ◽  
Author(s):  
Sham S. Gandhi ◽  
Martin S. Gibson
Keyword(s):  
Michael Addition ◽  
Ethyl Acetoacetate ◽  
Ethyl Cyanoacetate ◽  
Diethyl Malonate ◽  
Condensation Reactions ◽  
Acetyl Group ◽  
Carbon Acids

1,1-Dimorpholinoethene and 1,1-dipiperidinoethene condense with such compounds as malononitrile, ethyl cyanoacetate, cyanoacetamide, and diethyl malonate to give the corresponding β,β-disubstituted enamine, a molecule of morpholine or piperidine being eliminated in the process. Similar reactions with acetylacetone and ethyl acetoacetate proceed with loss of the acetyl group to give the β-substituted enamine. 1,1-Dipiperidinoethene and nitromethane give the β-nitroenamine. Secondary processes of either hydrolysis or further Michael addition and elimination are noted in condensations of 1,1-dimorpholinoethene or 1,1-dipiperidinoethene with cyanoacetamide under more basic conditions.1,1-Dipiperidinoethene is arylated at the 2-position by 2,4-dinitrochlorobenzene.

scholarly journals Kinase Inhibitors of Novel Pyridopyrimidinone Candidates: Synthesis and In Vitro Anticancer Properties

2019 ◽  
Vol 2019 ◽  
pp. 1-10 ◽  
Author(s):  
Nagy M. Khalifa ◽  
Mohamed A. Al-Omar ◽  
Hamad M. Alkahtani ◽  
Ahmed H. Bakheit
Keyword(s):  
Kinase Inhibitors ◽  
Human Cancer ◽  
Ethyl Cyanoacetate ◽  
Diethyl Malonate ◽  
Aromatic Aldehydes ◽  
Docking Studies ◽  
Braf V600e ◽  
Kinase Assay ◽  
Human Cancer Cell Lines

A new class of pyridopyrimidinone compounds containing different nitrogenous heterocycles were synthesized starting from the key precursor 2-hydrazinyl-5-phenyl-7-(pyridin-3-yl)pyrido[2,3-d]pyrimidin-4(3H)-one via condensation with series of aromatic aldehydes and cyclization using different reagents as ethyl acetoacetate, ethyl cyanoacetate, diethyl malonate, and ammonium isothiocyanate. The bioassay results showed compound 6 to be highly effective towards three human cancer cell lines (HepG2, PC-3, and HCT-116) in vitro with promising activity values (IC50: 0.5 μM) relative to the standard doxorubicin (IC50: 0.6 μM). Kinase inhibitory evaluation of compound 6 displays hopeful inhibitory action against BRAF V600E, EGFR, and PDGFRβ at100 μM. The molecular docking studies supported the initial kinase assay.

Novel Synthesis of 3-Spiroheterocycles-2-methylquinolin-4-one

1993 ◽  
Vol 58 (9) ◽  
pp. 2215-2221 ◽  
Author(s):  
Abd El-Hamid N. Ahmed
Keyword(s):  
Phthalic Anhydride ◽  
Zinc Chloride ◽  
Ethyl Acetoacetate ◽  
Diethyl Malonate ◽  
Novel Synthesis ◽  
Structure Similarity ◽  
New Compounds

2-Methyl[3,1]benzoxazin-4-one (I) is easily accessible , but its chemistry has not been investigated enough. Structure similarity between I and phthalic anhydride encouraged us to investigate the reaction of I with compounds bearing active methylenes namely diethyl malonate, ethyl acetoacetate and acetylacetone in presence of zinc chloride, Thus new compounds II, III and IV were synthesized. Those compounds were used as precursors for the synthesis of various spiroheterocycles.

Sign in / Sign up

Export Citation Format

Share Document