Thionyl Chloride → HCID 178425047, compound

Participants

Reaction Steps

The title compound was prepared 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, 0.150 g, 0.403 mmol), thionyl chloride (2.0 mL), 1-(3-(trifluoromethyl)phenyl)cyclopropanamine (Intermediate-44, 0.121 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 1.33-1.56 (m, 4H), 1.51 (s, 6H), 2.23 (s. 1H), 3.07 (s, 2H), 7.29-7.42 (m, 4H), 7.49-7.53 (m, 3H), 8.40 (s, 1H), 8.93 (s, 1H), 10.86 (s, 1H); MS [M+H]+: 555.29.

Provenance & Evidence