Thionyl Chloride → HCID 178425055, compound

Participants

Reaction Steps

The title compound was prepared by following the procedure as described for Example-108 using 2-[(2-chloro-6-methylphenyl)amino]-7,7-dimethyl-7,8-dihydro-1H-furo[3,2-e]benzimidazole-5-carboxylic acid (Intermediate-35, 0.150 g, 0.403 mmol), thionyl chloride (2.0 mL), 4-fluoro-3-(trifluoromethyl)aniline (0.108 g, 0.604 mmol), benzene (4 mL), THF (6.0 mL) and DIPEA (4 mL). The obtained crude product was purified by column chromatography on basic alumina eluting with 0.7-1.0% MeOH:DCM to afford 0.012 g of the desired product. 1HNMR (DMSO-d6): δ 1.57 (s, 6H), 2.24 (s, 3H), 3.10 (s, 2H), 7.30-7.54 (m, 5H), 7.82 (m, 1H), 8.36 (m, 1H), 9.08 (s, 1H), 9.92 (s, 1H), 10.96 (s, 1H); MS [M+H]+: 533.25.

Provenance & Evidence