4-Chloro-7-(2-chloroethoxy)-6-methoxy-3-quinolinecarbonitrile → Pyridinium chloride

Participants

Reaction Steps

Following the procedure of Example 9, 1.0 g (3.36 mmol) of 4-chloro-7-(2-chloroethoxy)-6-methoxy-3-quinolinecarbonitrile (Boschelli, Diane H.; Ye, Fei; Wang, Yanong D.; Dutia, Minu; Johnson, Steve L.; Wu, Biqi; Miller, Karen; Powell, Dennis W.; Yaczko, Deanna; Young, Mairead; Tischler, Mark; Arndt, Kim; Discafani, Carolyn; Etienne, Carlo; Gibbons, Jay; Grod, Janet; Lucas, Judy; Weber, Jennifer M.; Boschelli, Frank. J. Med. Chem. 2001, 44, 3965-3977) is reacted with 0.9 g (3.7 mmol) of 3-chloro-4-(1-methyl-1H-imidazole-2-ylsulfanyl)phenylamine (U.S. Pat. No. 4,973,599) and 0.4 g (3.46 mmol) of pyridine hydrochloride in 2-ethoxyethanol (10 mL) to provide 1.44 g of 7-(2-chloroethoxy)-4-{3-chloro-4-[(1-methyl-1H-imidazole-2-yl)sulfanyl]anilino}-6-methoxy-3-quinolinecarbonitrile as a tan solid, mp 278-280° C.

Provenance & Evidence