Thionyl Chloride → HCID 178426548, compound

Participants

Reaction Steps

The title compound was prepared following the procedure described for Example-108 using 2-[(2,6-dichlorophenyl)amino]-7,7-dimethyl-7,8-dihydro-1H-furo[3,2-e]benzimidazole-5-carboxylic acid (Intermediate-6, 0.200 g, 0.512 mmol), thionyl chloride (2.0 mL), 2-fluoro-4-methylaniline (0.128 g, 1.025 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 0.075 g of the desired product. 1HNMR (DMSO-d6): δ 1.55 (s, 6H), 2.29 (s, 3H), 3.10 (s, 2H), 7.00 (d, J=8.1 Hz, 1H), 7.15 (d, J=12 Hz, 1H), 7.24 (m, 1H), 7.42 (m, 1H), 7.53 (d, J=8.1 Hz, 2H), 8.33 (t, J=8.4 Hz, 1H), 9.99 (s, 1H), 11.00 (s, 2H); MS [M+H]+: 500.39.

Provenance & Evidence