52200-09-6Relevant articles and documents
Cyanoacetophenone as a synthon for 1,4,5-substituted pyrazoles
Reidlinger, Claudia,Dworczak, Renate,Junek, Hans
, p. 1207 - 1211 (1998)
An improved synthesis of cyanoacetophenone is described. Cyanoacetophenone was reacted with dimethylformamide-dimethylacetal and diphenylformamidine to give 1-dimethylamino-3-oxo-3-phenyl-1-propene-2-carbonitrile and 1-anilinomethylene-3-oxo-3-phenyl-1-propene-2-carbonitrile. Reaction of 1-dimethylamino-3-oxo-3-phenyl-1-propene-2-carbonitrile with hydrazines gave either 1-substituted 5-amino-4-benzoylpyrazoles or (1-substituted) 4-cyano-5-phenylpyrazoles. Treatment of 1-anilinomethylene-3-oxo-3-phenyl-1-propene-2-carbonitrile with phenylhydrazine also yielded 5-amino-4-benzoyl-1-phenylpyrazole, whereas reaction with unsubstituted hydrazine afforded 4-cyano-5-phenylpyrazole.
Synthesis and in-vitro anti-proliferative evaluation of some pyrazolo[1,5-a]pyrimidines as novel larotrectinib analogs
Attia, Mohamed H.,Elrazaz, Eman Z.,El-Emam, Soad Z.,Taher, Azza T.,Abdel-Aziz, Hatem A.,Abouzid, Khaled A.M.
, (2019/12/12)
A series of 2-phenyl-7-(aryl)pyrazolo[1,5-a]pyrimidine-3-carbonitriles 11a–j and 2-phenyl-7-(aryl)pyrazolo[1,5-a]pyrimidine-3,6-dicarbonitriles 16a–c was synthesized by the reaction of 5-amino-3-phenyl-1H-pyrazole-4-carbonitrile (5) with 3-(dimethylamino)
4-Aryl-5-cyano-2-aminopyrimidines as VEGF-R2 inhibitors: Synthesis and biological evaluation
Hughes, Terry V.,Emanuel, Stuart L.,Beck, Amanda K.,Wetter, Steven K.,Connolly, Peter J.,Karnachi, Prabha,Reuman, Michael,Seraj, Jabed,Fuentes-Pesquera, Angel R.,Gruninger, Robert H.,Middleton, Steven A.,Lin, Ronghui,Davis, Jeremy M.,Moffat, David F.C.
, p. 3266 - 3270 (2008/02/09)
A novel series of 4-aryl-5-cyano-2-aminopyrimidines were synthesized and found to have potent VEGF-R2 kinase inhibitory activity. Structure-activity relationships were investigated and compound 14a was shown to be efficacious in a mouse model of corneal neovascularization.
