Thionyl Chloride → HCID 178425049, compound

Participants

Reaction Steps

The title compound was prepared by following the procedure 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, 0.200 g, 0.537 mmol), thionyl chloride (2.0 mL), 3-(1,1-difluoroethyl)aniline (Intermediate-39, 0.088 g, 0.537 mmol), THF (5.0 mL) and DIPEA (3.0 mL), benzene (2 mL). The obtained crude product was purified by column chromatography on neutral 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), 1.97 (s, 3H), 2.24 (s, 3H), 3.11 (s, 2H), 7.25-7.32 (m, 3H), 7.41-7.49 (m, 3H), 7.61 (d, J=7.8 Hz, 1H), 8.07 (s, 1H), 9.05 (m, 1H), 9.87 (s, 1H), 10.95 (s, 1H); MS [M−H]−: 513.42.

Provenance & Evidence