Thionyl Chloride → HCID 178422766, compound

Participants

Reaction Steps

The title compound was prepared by following the procedure described for Example-108 using 2-[(2-chloro-6-fluorophenyl)amino]-7,7-dimethyl-7,8-dihydro-1H-furo[3,2-e]benzimidazole-5-carboxylic acid (Intermediate-15, 0.100 g, 0.266 mmol), thionyl chloride (2.0 mL), 2-fluoro-4-(trifluoromethyl)aniline (0.071 g, 0.396 mmol), THF (10.0 mL) and DIPEA (2 mL). The obtained crude product was purified by column chromatography on neutral alumina eluting with 0.7-1.0% MeOH:DCM to afford 0.017 g of the desired product. 1HNMR (DMSO-d6): δ 1.56 (s, 6H), 3.14 (s, 2H), 7.33-7.54 (m, 3H), 7.62 (d, J=8.7 Hz, 2H), 7.81 (d, J=11.1 Hz, 1H), 8.73 (t, J=7.8 Hz, 1H), 10.34 (s, 1H), 11.25 (s, 2H); MS [M+H]+: 537.48.

Provenance & Evidence