Synthesis of 4-(5-Benzyl-2-phenylpyrimidin-4-yl)morpholines as Novel PI3K Inhibitors Via Acetates of Baylis-Hillman Adducts and Benzamidines

Title: Synthesis of 4-(5-Benzyl-2-phenylpyrimidin-4-yl)morpholines as Novel PI3K Inhibitors Via Acetates of Baylis-Hillman Adducts and Benzamidines

Volume: 6 Issue: 2

Author(s): Chunhao Yang, Haofei Yu, Na Yang, Linghua Meng, Jing Xu, Rongping Zhang, Yuyuan Xie and Jian Ding

Affiliation:

Keywords: Baylis-Hillman adducts, PI3K inhibitors, pyrimidin-4(3H)-one, dihydropyrimidin-4(3H)-one

Abstract: The key intermediates 5-benzyl-2-phenylpyrimidin-4(3H)-ones or (E)-5-benzylidene-2-phenyl- 5,6-dihydropyrimidin- 4(3H)-ones were obtained conveniently by cyclization of the acetates of Baylis – Hillman adducts and benzamidine hydrochloride in the presence of sodium ethoxide at room temperature. Chlorination of pyrimidinones with phosphorus oxychloride and subsequent treatment with morpholine and demethylation yielded PI3K inhibitors.

Cite this article as:

Yang Chunhao, Yu Haofei, Yang Na, Meng Linghua, Xu Jing, Zhang Rongping, Xie Yuyuan and Ding Jian, Synthesis of 4-(5-Benzyl-2-phenylpyrimidin-4-yl)morpholines as Novel PI3K Inhibitors Via Acetates of Baylis-Hillman Adducts and Benzamidines, Letters in Organic Chemistry 2009; 6 (2) . https://dx.doi.org/10.2174/157017809787582816