Synthesis and Antiviral Activity of Some 1H-Pyrrolo[3,2-b]pyridin-6-yl)acetic Acid Derivatives

Hyun-Ah Yoon1, Hwa-Jung Nam2, Uk-Il Kim2, Kyungjin Kim2 and Bong Jin Kim1,*

1Department of Medicinal Chemistry in Korea Research Institute of Science and Technology, 141, Gajung-ro, Yuseong-gu, Daejeon-si, 34114, Republic of Korea

2ST PHARM CO., LTD, 231, Hyeomnyeok-ro, Siheung-si, Gyeonggi-do 15086, Republic of Korea

*Corresponding author: E-mail: bjkim@krict.re.kr

Abstract

Pyrrolopyridine derivatives for the treatment of HIV1-infection were synthesized by 10 step reactions. Methyl 2-(3-bromo-7-(4-chlorophenyl)-1,5-dimethyl-1H-pyrrolo[3,2-b]pyridin-6-yl)-2-(tert-butoxy) acetate converted efficiently into the corresponding 1H-pyrrolo[3,2-b]pyridin-6-yl)acetic acid derivatives by Suzuki coupling reaction. Present procedure provides short reaction times and good to excellent yields for a wide range of compounds, including pyrrolopyridine scaffolds. 7-Halogenated 1H-pyrrolo[3,2,b]pyridine acetic acid derivatives of final products showed good activity inthe HIV-1 IN inhibition test, while the other derivatives showed relatively low activity.

Keywords

Pyrrolopyridine, Suzuki coupling reaction, HIV-1, Integrase.

   View Article PDF File Under a Creative Commons License