Thionyl Chloride → HCID 178422743, compound

Participants

Reaction Steps

The title compound was prepared 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, 0.150 g, 0.399 mmol), thionyl chloride (2.0 mL), 4-cyclopropylaniline (Intermediate-50, 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 0.045 g of the desired product. 1HNMR (DMSO-d6): δ 0.62-0.63 (m, 2H), 0.90-0.92 (m, 2H), 1.56 (s, 6H), 1.89 (m, 1H), 3.09 (s, 2H), 7.05 (d, J=8.4 Hz, 2H), 7.29-7.47 (m, 4H), 7.54 (d, J=8.4 Hz, 2H), 9.67 (s, 1H), 11.00 (s, 2H); MS [M+H]+: 491.28.

Provenance & Evidence