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Synthetic Communications

An International Journal for Rapid Communication of Synthetic Organic Chemistry

Volume 15, 1985 - Issue 1

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6-Alkyl- and 5,6-Dialkyl-2-methoxy-4(3H)-pyrimidinones in the Transformations of Pyrimidines. Conversion into 2-Substituted Amino- and 4-Chloro-Pyrimidine-Derivatives

M. Botta Department of Chemistry, University “La Sapienza”', P. le A. Moro 5, 00185, Rome, Italy

F. De Angelis Department of Chemistry, University “La Sapienza”', P. le A. Moro 5, 00185, Rome, Italy

G. Finizia Department of Chemistry, University “La Sapienza”', P. le A. Moro 5, 00185, Rome, Italy

A. Gambacorta Department of Chemistry, University “La Sapienza”', P. le A. Moro 5, 00185, Rome, Italy

R. Nicoletti Department of Chemistry, University “La Sapienza”', P. le A. Moro 5, 00185, Rome, Italy

Pages 27-34 | Published online: 05 Dec 2006

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https://doi.org/10.1080/00397918508063774

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A. K. Shiryaev, A. M. Gulyaeva, V. A. Shiryaev & U. M. Aristova. (2023) Synthesis of 2-[(4-Methyl-6-oxo-1,6-dihydropyrimidin-2-yl)sulfanyl]acetamides. Russian Journal of Organic Chemistry 59:4, pages 738-742.
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I. A. Novakov, L. L. Brunilina, A. A. Vernigora, I. A. Kirillov, A. S. Mkrtchyan, M. B. Navrotskii, D. S. Sheikin, A. S. Yablokov, E. A. Ruchko & V. V. Kachala. (2018) Aminolysis of 6-[1-(2,6-difluorophenyl)cyclopropyl]-5-methyl-2-(nitroamino)pyrimidin-4(3H)-one. Russian Journal of Organic Chemistry 53:12, pages 1844-1850.
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Martina Capua, Serena Perrone, Fabio Bona, Antonio Salomone & Luigino Troisi. (2017) A Direct Synthesis of Isocytosine Analogues by Carbonylative Coupling of α-Chloro Ketones and Guanidines. European Journal of Organic Chemistry 2017:13, pages 1780-1787.
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I. A. Novakov, M. B. Navrotskii, E. K. Zakharova & L. L. Brunilina. (2016) C(2)-Functionalization of pyrimidin-4(3H)-one derivatives in the synthesis of its biologically active derivatives. Russian Chemical Bulletin 64:11, pages 2545-2561.
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A. V. Erkin & V. I. Krutikov. (2010) Effect of halogen atom localization on the level of antimycobacterial activity of 2-amino-4-arylamino-6-methylpyrimidines. Russian Journal of General Chemistry 80:4, pages 818-824.
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Shyamaprosad Goswami, Anita Hazra & Subrata Jana. (2009) One-Pot Two-Step Solvent-Free Rapid and Clean Synthesis of 2-(Substituted Amino)pyrimidines by Microwave Irradiation. Bulletin of the Chemical Society of Japan 82:9, pages 1175-1181.
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Maurizio Botta, Eleonora Distrutti, Andrea Mencarelli, Maria Cristina Parlato, Francesco Raffi, Sabrina Cipriani & Stefano Fiorucci. (2008) Anti-Inflammatory Activity of a New Class of Nitric Oxide Synthase Inhibitors That Release Nitric Oxide. ChemMedChem 3:10, pages 1580-1588.
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Nobuhiko Yamada, Masayoshi Mizuochi & Hiroyuki Morita. (2007) Thermolysis of β-hydroxysulfides bearing several heteroaromatics. Tetrahedron 63:16, pages 3408-3414.
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Elena Petricci, Claudia Mugnaini, Marco Radi, Federico Corelli & Maurizio Botta. (2004) Microwave-Assisted Acylation of Amines, Alcohols, and Phenols by the Use of Solid-Supported Reagents (SSRs). The Journal of Organic Chemistry 69:23, pages 7880-7887.
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Raffaele Saladino, Umberto Ciambecchini, Lucia Nencioni & Anna Teresa Palamara. (2003) Recent advances in the chemistry of parainfluenza‐1 (Sendai) virus inhibitors. Medicinal Research Reviews 23:4, pages 427-455.
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Elena Petricci, Michela Renzulli, Marco Radi, Federico Corelli & Maurizio Botta. (2002) Solid-phase synthesis (SPS) of substituted uracils via Oxone® cleavage methodology. Tetrahedron Letters 43:52, pages 9667-9670.
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Elena Petricci, Maurizio Botta, Federico Corelli & Claudia Mugnaini. (2002) An improved synthesis of solid-supported reagents (SSRs) for selective acylation of amines by microwave irradiation. Tetrahedron Letters 43:37, pages 6507-6509.
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Raffaele SaladinoClaudia CrestiniAnna Teresa PalamaraMaria Chiara DantiFabrizio ManettiFederico CorelliE. GaraciMaurizio Botta. (2001) Synthesis, Biological Evaluation, and Pharmacophore Generation of Uracil, 4(3 H )-Pyrimidinone, and Uridine Derivatives as Potent and Selective Inhibitors of Parainfluenza 1 (Sendai) Virus . Journal of Medicinal Chemistry 44:26, pages 4554-4562.
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John L. Belletire & R. Jeffery Rauh. 2001. Encyclopedia of Reagents for Organic Synthesis. Encyclopedia of Reagents for Organic Synthesis.

Raffaele Saladino, Maria Chiara Danti, Enrico Mincione, Claudia Crestini, Anna Teresa Palamara, Patrizia Savini, Stefano Marini & Maurizio Botta. (1998) A potent and selective inhibition of parainfluenza 1 (Sendai) virus by new 6-oxiranyl-, 6-methyloxiranyluracils, and 4(3H)-pyrimidinone derivatives. Bioorganic & Medicinal Chemistry Letters 8:14, pages 1833-1838.
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Maurizio Botta, Francesca Occhionero, Raffaele Saladino, Claudia Crestini & Rosario Nicoletti. (1997) An unexpected and efficient direct nucleophilic C-4 hydroxy substitution on 2-methoxy- and 2-methylthio-4(3)-pyrimidinones bearing a diethylamino moiety on the C-6 side chain. Tetrahedron Letters 38:47, pages 8249-8252.
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. 1996. Chemistry of Heterocyclic Compounds. Chemistry of Heterocyclic Compounds 607 681 .

Toshio Kinoshita & Hiroshi Ohishi. (2009) Pyrimidine derivatives XII. A convenient preparation of 6‐formylpyrimidinedione and 2‐ and 3‐formylpyridine derivatives from corresponding nitrooxymethyl derivatives. Journal of Heterocyclic Chemistry 31:6, pages 1599-1603.
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. 1994. Chemistry of Heterocyclic Compounds. Chemistry of Heterocyclic Compounds 1183 1364 .

Maurizio Botta, Raffaele Saladino, Doriano Lamba & Rosario Nicoletti. (1993) Researches on antiviral agents. 3. synthesis and transformations of racemic and chiral 6-oxiranyl pyrimidinones.. Tetrahedron 49:27, pages 6053-6070.
Crossref

M Botta, M Artico, S Massa, A Gambacorta, ME Marongiu, A Pani & P La Colla. (1992) Synthesis, antimicrobial and antiviral activities of isotrimethoprim and some related derivatives. European Journal of Medicinal Chemistry 27:3, pages 251-257.
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Maurizio Botta, Francesco De Angelis, Federico Corelli, Maria Menichincheri, Rosario Nicoletti, Maria E. Marongiu, Alessandra Pani & Paolo La Colla. (2006) Antiviral Agents: Synthesis of Furylpyrimidinones and Evaluation of Their Cytostatic and Antiviral Activity 1) . Archiv der Pharmazie 324:4, pages 203-207.
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Maurizio Botta, Raffaele Saladino, Augusto Gambacorta & Rosario Nicoletti. (1990) Researches on antiviral agents.2. Enantiospecific synthesis of 1,3-dimethyl-6-oxiranylpyrimidin-2,4-dione with anti-ASFV activity.. Tetrahedron: Asymmetry 1:7, pages 441-444.
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Maurizio Botta, Marino Artico, Silvio Massa & Augusto Gambacorta. (1989) A versatile route to potential dihydrofolate reductase inhibitors via the hitherto unknown 6-benzyl-2-( O -methyl)uracils: Synthesis of isotrimethoprim . Journal of Heterocyclic Chemistry 26:3, pages 883-884.
Crossref

Daniel L. Comins & Sean O'Connor. 1988. Advances in Heterocyclic Chemistry Volume 44. Advances in Heterocyclic Chemistry Volume 44 199 267 .

M. BOTTA, F. DE ANGELIS, G. FINIZIA, A. GAMBACORTA & R. NICOLETTI. (2016) ChemInform Abstract: 6‐ALKYL‐ AND 5,6‐DIALKYL‐2‐METHOXY‐4‐(3H)‐PYRIMIDINONES IN THE TRANSFORMATIONS OF PYRIMIDINES. CONVERSION INTO 2‐SUBSTITUTED AMINO‐ AND 4‐CHLOROPYRIMIDINE DERIVATIVES. Chemischer Informationsdienst 16:39.
Crossref

Maurizio Botta, Francesco De Angelis, Gabriella Finizia, Rosario Nicoletti & Maurizio Delfini. (1985) 6-alkyl- and 5,6-dialkyl-2-methoxy-4(3H)-pyrimidinones in the transformations of pyrimidines. Regiospecific 1--acylation of pyrimidines.. Tetrahedron Letters 26:28, pages 3345-3348.
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6-Alkyl- and 5,6-Dialkyl-2-methoxy-4(3H)-pyrimidinones in the Transformations of Pyrimidines. Conversion into 2-Substituted Amino- and 4-Chloro-Pyrimidine-Derivatives

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6-Alkyl- and 5,6-Dialkyl-2-methoxy-4(3H)-pyrimidinones in the Transformations of Pyrimidines. Conversion into 2-Substituted Amino- and 4-Chloro-Pyrimidine-Derivatives

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