Thionyl Chloride → HCID 178425057, 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, 0.100 g, 0.269 mmol), thionyl chloride (2.0 mL), 5-(difluoromethyl)-2-fluoroaniline (Intermediate-46, 0.065 g, 0.403 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 0.010 g of the desired product. 1HNMR (DMSO-d6): δ 1.56 (s, 6H), 2.24 (s, 3H), 3.14 (s, 2H), 6.88-7.23 (t, J=5.8 Hz, 1H), 7.51-7.13 (m, 5H), 7.54 (s, 1H), 8.78 (d, J=6.9 Hz, 1H), 9.01 (s, 1H), 10.26 (s, 1H), 10.98 (s, 1H); MS [M+H]+: 515.17.

Provenance & Evidence