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A modified,economical and efficient synthesis of variably substituted pyrazolo[4,3‐d]pyrimidin‐7‐ones
Authors:Khalid Mohammed Khan  Ghulam Murtaza Maharvi  Muhammad Iqbal Choudhary  Atta‐ur‐ Rahman  Shahnaz Perveen
Abstract:1‐Methyl‐3‐propyl‐1H‐pyrazole‐5‐carboxylic acid ( 3 ) was exclusively brominated at the 4‐position by bromine in the dark. Brominated product 8 was then converted into 1‐methyl‐3‐propyl‐1H‐pyrazole‐5‐car‐boxamide 9 by successive treatment with thionyl chloride and ammonium hydroxide. Carboxamide 9 was treated with various aroyl amides under microwave (MW) irradiation to afford 4‐aroylamino‐1‐methyl‐3‐propyl‐1H‐pyrazole‐5‐carboxamides 10‐22 and 5‐aryl‐1‐methyl‐3‐propyl‐1,6‐dihydro‐1H‐pyrazolo4,3‐d]pyrimidin‐7‐ones 23‐35. The 1H‐pyrazole‐5‐carboxamides 10‐22 were also converted to pyrimidinones 23‐35 either by conventional heating or by MW irradiation. However, MW irradiation method gives excellent yields in very short time.
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