Thionyl Chloride → HCID 178432354, compound

Participants

Reaction Steps

The title compound was prepared following the procedure described for Example-181 using 7-[(2,6-dichlorophenyl)amino]-2-methyl-8H-imidazo[4,5-e][1,3]benzoxazole-4-carboxylic acid (Intermediate-55, 0.050 g, 0.132 mmol), thionyl chloride (2.0 mL), 1-cyclohexylmethanamine (0.023 g, 0.138 mmol), THF (5.0 mL) and DIPEA (0.086 g, 0.663 mmol). The obtained product was further purified by column chromatography on neutral alumina eluting with 1.5-2.0% MeOH: DCM to afford 0.020 g of the desired product. 1HNMR (DMSO-d6): δ 1.04-1.31 (m, 6H), 1.62-1.75 (m, 5H), 2.54 (s, 3H), 3.00 (t, J=18.6 Hz, 2H), 7.34 (s, 1H), 7.53-7.59 (m, 3H), 7.94 (s, 1H), 9.39 (s, 1H), 11.51 (s, 1H); MS [M+H]+: 472.43.

Provenance & Evidence