Cargando…

One-Flask Synthesis of Pyrazolo[3,4-d]pyrimidines from 5-Aminopyrazoles and Mechanistic Study

A novel one-flask synthetic method was developed in which 5-aminopyrazoles were reacted with N,N-substituted amides in the presence of PBr(3). Hexamethyldisilazane was then added to perform heterocyclization to produce the corresponding pyrazolo[3,4-d]pyrimidines in suitable yields. These one-flask...

Descripción completa

Detalles Bibliográficos
Autores principales:	Yen, Wan-Ping, Tsai, Shuo-En, Uramaru, Naoto, Takayama, Hiroyuki, Wong, Fung Fuh
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	MDPI 2017
Materias:	Article
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6154590/ https://www.ncbi.nlm.nih.gov/pubmed/28509884 http://dx.doi.org/10.3390/molecules22050820

Ejemplares similares

Synthesis, Characterization, and Cytotoxicity of Some New 5-Aminopyrazole and Pyrazolo[1,5-a]pyrimidine Derivatives
por: Hassan, Ashraf S., et al.
Publicado: (2015)

Selective Synthesis and Photoluminescence Study of Pyrazolopyridopyridazine Diones and N-Aminopyrazolopyrrolopyridine Diones
por: Tseng, Ching-Chun, et al.
Publicado: (2020)

4-Hydrazino-1-methylpyrazolo[3,4-d]pyrimidine
por: Dolzhenko, Anton V., et al.
Publicado: (2009)

Synthesis and Anticancer Activity of Some New Pyrazolo[3,4-d]pyrimidin-4-one Derivatives
por: Abdellatif, Khaled R. A., et al.
Publicado: (2014)

Synthesis of Diversified Pyrazolo[3,4-b]pyridine Frameworks from 5-Aminopyrazoles and Alkynyl Aldehydes via Switchable C≡C Bond Activation Approaches
por: Miao, Xiao-Yu, et al.
Publicado: (2022)

4-Benzylsulfanyl-1H-pyrazolo[3,4-d]pyrimidine
por: El Fal, Mohammed, et al.
Publicado: (2013)

A convenient four-component one-pot strategy toward the synthesis of pyrazolo[3,4-d]pyrimidines
por: Liu, Mingxing, et al.
Publicado: (2015)

Design, Synthesis, and Antitumor Evaluation of Novel Pyrazolo[3,4-d]pyrimidine Derivatives
por: Kandeel, Manal M., et al.
Publicado: (2012)

Synthesis and Antibacterial Evaluation of New Pyrazolo[3,4-d]pyrimidines Kinase Inhibitors
por: Greco, Chiara, et al.
Publicado: (2020)

Synthesis, Anti-Inflammatory, and Ulcerogenicity Studies of Novel Substituted and Fused Pyrazolo[3,4-d]pyrimidin-4-ones
por: El-Tombary, Alaa A.
Publicado: (2013)

Three-component microwave-assisted synthesis of 3,5-disubstituted pyrazolo[3,4-d]pyrimidin-4-ones
por: Ng, Jia Hui, et al.
Publicado: (2022)

Synthesis, characterization and in vitro antimicrobial activity of novel fused pyrazolo[3,4-c]pyridazine, pyrazolo[3,4-d]pyrimidine, thieno[3,2-c]pyrazole and pyrazolo[3′,4′:4,5]thieno[2,3-d]pyrimidine derivatives
por: Abdel Reheim, Mohamed A. M., et al.
Publicado: (2017)

5-(Pyridin-4-ylmethyl)-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one
por: Alsubari, Abdulsalam, et al.
Publicado: (2011)

1-(2-Chloroethyl)-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one
por: Khazi, Mohammed Iqbal A., et al.
Publicado: (2012)

Synthesis of some novel pyrazolo[3,4-d] pyrimidin-4(5H)-one derivatives as potential antimicrobial agent
por: Sureja, Dipen K., et al.
Publicado: (2016)

Correction to: Synthesis, characterization and in vitro antimicrobial activity of novel fused pyrazolo[3,4-c]pyridazine, pyrazolo[3,4-d]pyrimidine, thieno[3,2-c] pyrazole and pyrazolo[3′,4′:4,5]thieno[2,3-d]pyrimidine derivatives
por: Abdel Reheim, Mohamed A. M., et al.
Publicado: (2017)

Crystal structure of 4-allylsulfanyl-1H-pyrazolo[3,4-d]pyrimidine
por: El Fal, Mohammed, et al.
Publicado: (2014)

Improvement of pyrazolo[3,4-d]pyrimidines pharmacokinetic properties: nanosystem approaches for drug delivery
por: Vignaroli, Giulia, et al.
Publicado: (2016)

Recent developments in anticancer kinase inhibitors based on the pyrazolo[3,4-d]pyrimidine scaffold
por: Baillache, Daniel J., et al.
Publicado: (2020)

New one-pot synthesis of 4-arylpyrazolo[3,4-b]pyridin-6-ones based on 5-aminopyrazoles and azlactones
por: Shuvalov, Vladislav Yu, et al.
Publicado: (2023)

Flasks and Flasking
Publicado: (1883)

Synthesis and Antimicrobial Activity of Some New Pyrazole, Fused Pyrazolo[3,4-d]-pyrimidine and Pyrazolo[4,3-e][1,2,4]-triazolo[1,5-c]pyrimidine Derivatives
por: Abunada, Nada M., et al.
Publicado: (2008)

Crystal structure of 1-ethylpyrazolo[3,4-d]pyrimidine-4(5H)-thione
por: El Fal, Mohammed, et al.
Publicado: (2014)

Heterocyclic o-Aminonitriles: Preparation of Pyrazolo[3,4-d]-pyrimidines with Modification of the Substituents at the 1-Position
por: Al-Afaleq, Eljazi I., et al.
Publicado: (2001)

One-pot synthesis of novel 1H-pyrimido[4,5-c][1,2]diazepines and pyrazolo[3,4-d]pyrimidines
por: Prajapati, Dipak, et al.
Publicado: (2006)

Crystal structure of 1-methyl-4-methylsulfanyl-1H-pyrazolo[3,4-d]pyrimidine
por: El Fal, Mohammed, et al.
Publicado: (2014)

Autophagy Inhibition Enhances Anti-Glioblastoma Effects of Pyrazolo[3,4-d]pyrimidine Tyrosine Kinase Inhibitors
por: Jovanović Stojanov, Sofija, et al.
Publicado: (2022)

Identification and Biological Characterization of the Pyrazolo[3,4-d]pyrimidine Derivative SI388 Active as Src Inhibitor
por: Contadini, Claudia, et al.
Publicado: (2023)

Approaches towards the synthesis of 5-aminopyrazoles
por: Aggarwal, Ranjana, et al.
Publicado: (2011)

Regioselectivity of 1,3-dipolar cycloadditions and antimicrobial activity of isoxazoline, pyrrolo[3,4-d]isoxazole-4,6-diones, pyrazolo[3,4-d]pyridazines and pyrazolo[1,5-a]pyrimidines
por: Zaki, Yasser Hassan, et al.
Publicado: (2016)

Discovery of pyrazolo[3,4-d]pyrimidine and pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidine derivatives as novel CDK2 inhibitors: synthesis, biological and molecular modeling investigations
por: Nassar, Ibrahim F., et al.
Publicado: (2022)

A Pyrazolo[3,4-d]pyrimidine Compound Reduces Cell Viability and Induces Apoptosis in Different Hematological Malignancies
por: Laurenzana, Ilaria, et al.
Publicado: (2016)

Identification of 6-amino-1H-pyrazolo[3,4-d]pyrimidines with in vivo efficacy against visceral leishmaniasis
por: Thomas, Michael G., et al.
Publicado: (2020)

The Pyrazolo[3,4-d]pyrimidine Derivative, SCO-201, Reverses Multidrug Resistance Mediated by ABCG2/BCRP
por: Ambjørner, Sophie E. B., et al.
Publicado: (2020)

Pyrazolo[3,4-d]pyrimidine Tyrosine Kinase Inhibitors Induce Oxidative Stress in Patient-Derived Glioblastoma Cells
por: Kostić, Ana, et al.
Publicado: (2021)

Synthesis, biological evaluation, and in silico studies of new CDK2 inhibitors based on pyrazolo[3,4-d]pyrimidine and pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidine scaffold with apoptotic activity
por: Mandour, Asmaa A., et al.
Publicado: (2022)

The crystal structure of 1,5-dibenzyl-1H-pyrazolo[3,4-d]pyrimidine-4(5H)-thione
por: El Fal, Mohammed, et al.
Publicado: (2015)

A Pyrazolo[3,4-d]pyrimidine compound inhibits Fyn phosphorylation and induces apoptosis in natural killer cell leukemia
por: Laurenzana, Ilaria, et al.
Publicado: (2016)

Discovery of a potent protein kinase D inhibitor: insights in the binding mode of pyrazolo[3,4-d]pyrimidine analogues
por: Verschueren, Klaas, et al.
Publicado: (2017)

New Therapeutic Strategy for Overcoming Multidrug Resistance in Cancer Cells with Pyrazolo[3,4-d]pyrimidine Tyrosine Kinase Inhibitors
por: Podolski-Renić, Ana, et al.
Publicado: (2021)

Cannot write session to /tmp/vufind_sessions/sess_hdhh9fhq1c1ug8543f4veg0ad0