Thionyl Chloride → HCID 178441027, compound

Participants

Reaction Steps

The title compound was prepared following the procedure as described for Example-177 using 2-cyclopropyl-7-[(2,6-dichlorophenyl)amino]-8H-imidazo[4,5-e][1,3]benzoxazole-4-carboxylic acid (Intermediate-58, 0.100 g, 0.248 mmol), benzene (4 mL), thionyl chloride (5.0 mL), 4-tert-butylaniline (0.055 g, 0.369 mmol), THF (5.0 mL) and 60% NaH (0.095 g, 0.744 mmol). The obtained 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 1.20 (s, 4H), 1.29 (s, 9H), 2.32 (m, 1H), 7.28 (d, J=7.8 Hz, 3H), 7.59 (s, 3H), 7.68 (d, J=8.4 Hz, 2H), 9.36 (s, 1H), 9.90 (s, 1H), 11.55 (s, 1H); MS [M+H]+: 534.32.

Provenance & Evidence