An efficient synthesis of pyrazolo[1,5-a]pyrimidines and evaluation of their antimicrobial activity

Journal of Chemical Sciences

SOMESHWAR DESHMUKH¹  VISHWAS GAIKWAD¹  KUNAL DINGORE¹  MADHUKAR JACHAK¹ 

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关键词: Pyrazolo-pyrimidine;    pyrazolyl-pyrazolo-pyrimidine;    deep eutectic solvents;    DES;    α;    -acetyl-γ -butyrolactone.;   

DOI  :  

来源: Indian Academy of Sciences

【 摘 要 】

A series of new pyrazolo[1,5-a]pyrimidine derivatives has been synthesized by using 7-hydrazinyl- 5-methylpyrazolo[1,5-a]pyrimidine-3-carbonitrile 1 and 7-amino-5-methylpyrazolo[1,5-a]pyrimidine-3-carbonitrile 2 as precursors. The pyrazolo[3,4-d] pyrimidines 3a–b have been synthesized by a three-step reactionstarting with 1. Compound 1 was utilized for the synthesis of dioxopyrrolidindolinylamio-pyrazolo-pyrimidines 4a–b, and dioxoisoindolin-pyrazolo-pyrimidines 4c–d. Also, compounds 4a-d were synthesized using deepeutectic solvents (DES). This method using DES provides several advantages such as benign environment, high yield, scalable and simple work-up procedure. Similarly, the cyclocondensation of 2 with α-acetyl- γ -butyrolactone afforded pyrazolo-pyrido-pyrimidine 5 and dihydrofuro-pyrido-pyrazolo-pyrimidine 6. All synthesized compounds were screened for antimicrobial activity.

【 授权许可】

Unknown