Thionyl Chloride → HCID 178422747, compound

Participants

Reaction Steps

The title compound was prepared by following the same procedure as 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, 0.150 g, 0.400 mmol), thionyl chloride (2.0 mL), 3-cyclopropyl aniline (0.079 g, 0.598 mmol), THF (5.0 mL) and DIPEA (2 mL). The obtained crude product was purified by column chromatography on basic alumina eluting with 0.7-1.0% MeOH:DCM to afford 0.070 g of the desired product. 1HNMR (DMSO-d6): δ 0.66 (d, J=4.8 Hz, 2H), 0.93 (d, J=2.1 Hz, 2H), 1.57 (s, 6H), 1.92 (m, 1H), 3.10 (s, 2H), 6.77 (d, J=7.8 Hz, 1H), 7.18-7.48 (m, 7H), 9.69 (s, 1H), 11.13 (s, 2H); MS [M]+: 491.30.

Provenance & Evidence