The Formation of Pyrazolo[1,5-<I>a</I>]pyrimidine Derivatives

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概要

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• The combination reactions of 3-alkyl-2-cyano-3-methoxyacrylic esters (I) and their 3-hydrazino derivatives (II) in the presence of pyridine in alcohol at room temperature mostly gave chain intermediates, whose cyclizations led to the formation of only 2,7-dialkyl-5-hydroxypyrazolo-[1,5-<I>a</I>]pyrimidine derivatives. On the other hand, the reaction of Ia (3-Me) with the 5-aminopyrazole derivative (IIIa) obtained by the cyclization of IIa (3-Me) gave 7-hydroxy- and 7-aminopyrazolopyrimidine derivatives in alcohol under reflux <I>via</I> an intermediate. The reactions of 2-cyano-3-ethoxycrotononitrile with IIa or IIIa both afforded 7-aminopyrazolopyrimidine derivatives directly.

• 公益社団法人 日本化学会の論文

著者

• Midorikawa Hiroshi

  The Institute of Physical and Chemical Research

• Saito Koji

  The Institute of the Physical and Chemical Research

• Hori Isaburo

  The Institute of Physical and Chemical Research

• Hori Isaburo

  The Institute of the Physical and Chemical Research

関連論文

• Geometric Configurations of α-Cyano-β-methyl-β-alkylglycidic Esters
• The Syntheses of Heterocyclic Compounds by the Ternary Condensation of Malononitrile, Salicylaldehyde, and Aliphatic Ketones in the Presence of Ammonium Acetate
• The Reaction of Ethyl Ethoxymethylenecyanoacetate with Its Hydrazino Derivatives
• The Formation of Pyrazolo[1,5-a]pyrimidine Derivatives
• The Cyclization Products from Acetone with Cyanoacetic Esters
• Thiocyanoacetate. I. Reactions of Thiocyanoacetic Esters with Aldehydes
• Studies on Geometrical Isomerism by Nulear Magnetic Resonance. V. Stereochemistry of 5-Substituted 4-Alkoxycarbonyl-2-carbamoylimino-1,3-oxathiolanes
• The Paal-Knorr Condensation of Acetonylacetone with 5-Aminopyrazoles

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