Abstract
The key intermediates 5-benzyl-2-phenylpyrimidin-4(3H)-ones or (E)-5-benzylidene-2-phenyl- 5,6-dihydropyrimidin- 4(3H)-ones were obtained conveniently by cyclization of the acetates of Baylis – Hillman adducts and benzamidine hydrochloride in the presence of sodium ethoxide at room temperature. Chlorination of pyrimidinones with phosphorus oxychloride and subsequent treatment with morpholine and demethylation yielded PI3K inhibitors.
Keywords: Baylis-Hillman adducts, PI3K inhibitors, pyrimidin-4(3H)-one, dihydropyrimidin-4(3H)-one
Letters in Organic Chemistry
Title: Synthesis of 4-(5-Benzyl-2-phenylpyrimidin-4-yl)morpholines as Novel PI3K Inhibitors Via Acetates of Baylis-Hillman Adducts and Benzamidines
Volume: 6 Issue: 2
Author(s): Chunhao Yang, Haofei Yu, Na Yang, Linghua Meng, Jing Xu, Rongping Zhang, Yuyuan Xie and Jian Ding
Affiliation:
Keywords: Baylis-Hillman adducts, PI3K inhibitors, pyrimidin-4(3H)-one, dihydropyrimidin-4(3H)-one
Abstract: The key intermediates 5-benzyl-2-phenylpyrimidin-4(3H)-ones or (E)-5-benzylidene-2-phenyl- 5,6-dihydropyrimidin- 4(3H)-ones were obtained conveniently by cyclization of the acetates of Baylis – Hillman adducts and benzamidine hydrochloride in the presence of sodium ethoxide at room temperature. Chlorination of pyrimidinones with phosphorus oxychloride and subsequent treatment with morpholine and demethylation yielded PI3K inhibitors.
Export Options
About this article
Cite this article as:
Yang Chunhao, Yu Haofei, Yang Na, Meng Linghua, Xu Jing, Zhang Rongping, Xie Yuyuan and Ding Jian, Synthesis of 4-(5-Benzyl-2-phenylpyrimidin-4-yl)morpholines as Novel PI3K Inhibitors Via Acetates of Baylis-Hillman Adducts and Benzamidines, Letters in Organic Chemistry 2009; 6 (2) . https://dx.doi.org/10.2174/157017809787582816
DOI https://dx.doi.org/10.2174/157017809787582816 |
Print ISSN 1570-1786 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6255 |
- Author Guidelines
- Graphical Abstracts
- Fabricating and Stating False Information
- Research Misconduct
- Post Publication Discussions and Corrections
- Publishing Ethics and Rectitude
- Increase Visibility of Your Article
- Archiving Policies
- Peer Review Workflow
- Order Your Article Before Print
- Promote Your Article
- Manuscript Transfer Facility
- Editorial Policies
- Allegations from Whistleblowers
Related Articles
-
Overactive Bladder - Current Treatment Modalities
Current Women`s Health Reviews Blockade of Insulin-Like Growth Factor Type-1 Receptor with Cixutumumab (IMC-A12): A Novel Approach to Treatment for Multiple Cancers
Current Drug Targets Nitric Oxide Control of Proliferation in Nerve Cells and in Tumor Cells of Nervous Origin
Current Pharmaceutical Design Multiple Drug Resistance Associated with Function of ABC-Transporters in Diabetes Mellitus: Molecular Mechanism and Clinical Relevance
Infectious Disorders - Drug Targets Renin-Angiotensin System in Central Nervous System Diseases and its Interaction with COVID-19
Current Medicinal Chemistry Properties of the Mesenchymal Endometriotic Stem Cell in the Context of the Immune System and Analysis of its Role in Endometriosis
Recent Patents on Regenerative Medicine Coumarins as Inhibitors of HIV Reverse Transcriptase
Current HIV Research Urokinase-a Very Popular Cardiovascular Agent
Recent Patents on Cardiovascular Drug Discovery Chronotherapeutic Drug Delivery Systems - An Approach to Circadian Rhythms Diseases
Current Drug Delivery Roles of Biogenic Amines in Intestinal Signaling
Current Protein & Peptide Science The Diagnosis of Large Airway Pathology and the Role of Rigid Bronchoscopy
Current Respiratory Medicine Reviews Synthesis and Cytotoxic Evaluation of Kojic Acid Derivatives with Inhibitory Activity on Melanogenesis in Human Melanoma Cells
Anti-Cancer Agents in Medicinal Chemistry Role of the Renin-Angiotensin-Aldosterone System in the Pathogenesis of Atherosclerosis
Current Pharmaceutical Design Potential Health Hazards for Cumulative Exposures to Phthalates and Ionizing Radiation in High-Risk Pediatric Population
Mini-Reviews in Medicinal Chemistry Melatonin, its Metabolites and its Synthetic Analogs as Multi-Faceted Compounds: Antioxidant, Prooxidant and Inhibitor of Bioactivation Reactions
Current Medicinal Chemistry Voltammetric Determination of Ophthalmic Drug Dexamethasone Using Poly-glycine Multi Walled Carbon Nanotubes Modified Paste Electrode
Current Analytical Chemistry The Potential and Limitations of p38MAPK as a Drug Target for the Treatment of Hematological Malignancies
Current Drug Targets Recent Advances in the Development of Antimicrobial Peptides (AMPs): Attempts for Sustainable Medicine?
Current Medicinal Chemistry Molecular Targets of Gemcitabine Action: Rationale for Development of Novel Drugs and Drug Combinations
Current Pharmaceutical Design Liver Radioembolization: An Analysis of Parameters that Influence the Catheter-Based Particle-Delivery via CFD
Current Medicinal Chemistry