Thionyl Chloride → 2-((3,5-Dichloropyridin-4-yl)amino)-1,7,7-trimethyl-N-(5-(trifluoromethyl)pyridin-2-yl)-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxamide

Participants

Reaction Steps

The title compound was prepared by following the same procedure described for Example-205 by using 2-((3,5-dichloropyridin-4-yl)amino)-1,7,7-trimethyl-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxylic acid (Intermediate-61, 0.200 g, 0.491 mmol), 2-Amino-5-(trifluoromethyl)pyridine 1-oxide (Intermediate-41, 0.131 g, 0.737 mmol), thionyl chloride (2 mL), DIPEA (10 mL), THF (5.0 mL), acetic acid (10.0 mL), iron powder (0.200 g) to afford 0.025 g of the desired product. 1HNMR (DMSO-d6): δ 1.61 (s, 6H), 3.52 (s, 2H), 3.60 (s, 3H), 7.31 (s, 1H), 8.23 (d, J=10.5 Hz, 1H), 8.44 (s, 1H), 8.48 (s, 2H), 8.76 (s, 1H), 10.40 (s, 1H), 10.93 (s, 1H); MS [M]+: 551.07.

Provenance & Evidence