Oxalyl chloride → HCID 178432352, compound

Participants

Reaction Steps

The title compound was prepared following the procedure described for Example-177 using 7-[(2,6-dichlorophenyl)amino]-2-methyl-8H-imidazo[4,5-e][1,3]benzoxazole-4-carboxylic acid (Intermediate-55, 0.100 g, 0.265 mmol), oxalyl chloride (0.2 mL), 4,4-difluorocyclohexanamine (0.069 g, 0.397 mmol), THF (5.0 mL), DIPEA (0.103 g, 0.795 mmol) and TEA (0.2 mL). The obtained crude product was further purified by column chromatography on neutral alumina eluting with 1.5-2.0% MeOH:DCM to afford 0.015 g of the desired product. 1HNMR (DMSO-d6): δ 1.66-1.68 (m, 2H), 1.90-2.15 (m, 6H), 2.60 (s, 3H), 4.01 (s, 1H), 7.36 (m, 1H), 7.50 (s, 1H), 7.58 (d, J=7.2 Hz, 2H), 7.89 (s, 1H), 9.38 (s, 1H), 11.46 (s, 1H); MS [M+H]+: 494.41.

Provenance & Evidence