Diisopropylethylamine → 2-[(2-Chloro-6-methylphenyl)amino]-7,7-dimethyl-N-[5-(trifluoromethyl)pyridin-2-yl]-7,8-dihydro-1H-furo[3,2-e]benzimidazole-5-carboxamide

Participants

Reaction Steps

The title compound was prepared by following the procedure described for Example-121 using 2-[(2-chloro-6-methylphenyl)amino]-7,7-dimethyl-7,8-dihydro-1H-furo[3,2-e]benzimidazole-5-carboxylic acid (Intermediate-35, 0.200 g, 0.537 mmol), COMU (0.873 g, 1.34 mmol), DIPEA (0.173 g, 1.34 mmol) and 2-amino-5-(trifluoromethyl)pyridine 1-oxide (Intermediate-41, 0.105 g, 0.591 mmol), iron powder (0.050 g) and acetic acid (5.0 mL) to afford 0.080 g of the desired product. 1HNMR (DMSO-d6): δ 1.57 (s, 6H), 2.24 (s, 3H), 3.13 (s, 2H), 7.25-7.33 (m, 2H), 7.42 (d, J=7.5 Hz, 1H), 7.56 (s, 1H), 8.22 (d, J=8.4 Hz, 1H), 8.49 (d, J=8.7 Hz, 1H), 8.75 (s, 1H), 9.16 (m, 1H), 10.49 (s, 1H), 10.99 (s, 1H); MS [M]+: 516.06.

Provenance & Evidence