Sodium Hydroxide → HCID 10301294, compound

Participants

Reaction Steps

A solution of (4-(4-{2-[4-methyl-2-o-tolylamino-benzoxazol-6-yl]-acetylamino}-phenyl)-tetrahydro-pyran-4-yl)-acetic acid methyl ester [0.178 g, Reference Example 17(a)] in degassed ethanol (30 mL) was treated with sodium hydroxide solution (1 mL, 1N) and the mixture was stirred under nitrogen and at reflux temperature for 6 hours. The resulting red solution was evaporated and the residue was subjected to preparative HPLC on a Hypersil Elite C18 column eluting initially with a mixture of acetonitrile, water and trifluoroacetic acid (25:75:0.1, v/v/v) and then 1% acetonitrile/minute gradient to give the title compound (0.052 g) as a solid. LC-MS: RT=3.30 minutes, MS(ES+): 514.06(M+H)+; MS(ES−): 512.08(M−H)−.

Provenance & Evidence