Thionyl Chloride → HCID 178481225, compound

Participants

Reaction Steps

The title compound was prepared following the procedure described for Example-108 using 2-((2-chloro-6-fluorophenyl)amino)-1,7,7-trimethyl-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxylic acid (Intermediate-49, 0.100 g, 0.2564 mmol), thionyl chloride (2.0 mL), 2-amino-5-(trifluoromethyl)pyridine 1-oxide (Intermediate-41, 0.0835 g, 0.5128 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 0.015 g of the desired product. 1HNMR (DMSO-d6): δ 1.60 (s, 6H), 3.49 (s, 2H), 3.53 (s, 3H), 7.02 (m, 1H), 7.18-7.36 (m, 3H), 7.80 (d, J=9.9 Hz, 1H), 8.64 (d, J=8.7 Hz, 1H), 8.95 (s, 1H), 10.56 (s, 1H), 12.21 (s, 1H); MS [M+H]+: 550.08.

Provenance & Evidence