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ChemicalBook CAS DataBase List 2-METHYLPYRAZOLO[1,5-A]QUINAZOLIN-5(4H)-ONE
25468-50-2

2-METHYLPYRAZOLO[1,5-A]QUINAZOLIN-5(4H)-ONE synthesis

3synthesis methods
-

Yield:25468-50-2 75%

Reaction Conditions:

with copper(l) iodide;caesium carbonate in water at 100; for 6 h;Inert atmosphere;chemoselective reaction;

Steps:

(I) Typical procedure for the preparation of pyrazolo[1,5-a]quinazolin-5(4H)-one (3a)

General procedure: To a solution of Cs2CO3 (2 mmol) in H2O (5 mL) were added methyl 2-bromobenzoate (1a, 1 mmol), 1H-pyrazol-5-amine (2a, 1.2 mmol), and CuI (0.2 mmol). The mixture was stirred at 100 °C under nitrogen atomasphere until a complete conversion as indicated by TLC. It was cooled to room temperature and then extracted with ethyl acetate. The combined organic phase was dried over anhydrous Na2SO4, and concentrated under vacuum. The crude product was purified by column chromatography eluting with petroleum ether/ethyl acetate (3:1) to give 3a. Products 3b-3t and 6 were obtained in a similar manner.

References:

Zhang, Xinying;Gao, Lin;Wang, Zhangxin;Fan, Xuesen [Synthetic Communications,2015,vol. 45,# 21,p. 2426 - 2435] Location in patent:supporting information