A Robust Kilo-Scale Synthesis of Doravirine

• Published in: Organic process research & development Vol. 20; no. 8; pp. 1476 - 1481
• Main Authors: Campeau, Louis-Charles, Chen, Qinghao, Gauvreau, Danny, Girardin, Mélina, Belyk, Kevin, Maligres, Peter, Zhou, Guoyue, Gu, Chaozhan, Zhang, Wei, Tan, Lushi, O’Shea, Paul D
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 19.08.2016; Amer Chemical Soc
• Subjects: Chemistry; Chemistry, Applied; Chemistry, Organic; Physical Sciences; Science & Technology; ROOM-TEMPERATURE; POTENT; HIV; NONNUCLEOSIDE REVERSE-TRANSCRIPTASE; CYANATION; ANTIRETROVIRAL THERAPY; INHIBITOR; BORYLATION

Doravirine is non-nucleoside reverse transcriptase inhibitor (NNRTI) currently in phase III clinical trials for the treatment of HIV infection. Herein we describe a robust kilo-scale synthesis for its manufacture. The structure and origin of major impurities were determined and their downstream fate...