Synthesis of Novel (<i>S</i>)-3-(1-Aminoethyl)-8-pyrimidinyl-2-phenylisoquinolin-1(2<i>H</i>)-ones by Suzuki–Miyaura Coupling and Their Cell Toxicity Activities

Abstract

A series of (S)-3-(1-aminoethyl)-8-pyrimidinyl-2-phenylisoquinoline-1(2H)-ones 3a–3k was synthesized in 40–98% yield through Suzuki–Miyaura coupling using Pd(PPh3)2Cl2, Sphos, and K2CO3 in THF/H2O mixed solvent. All newly synthesized compounds were evaluated for cell viability (IC50) against MDA-MB-231, HeLa, and HepG2 cells. The antitumor activities of 3a–3k were improved when various pyrimidine motifs were introduced at position C-8 of the isoquinolinone ring.

Keywords

• (S)-3-(1-aminoethyl)-8-pyrimidinyl-2-phenylisoquinoline-1(2H)-one
• Suzuki–Miyaura coupling
• antitumor
• cytotoxicity