Sodium Hydroxide → HCID 10119303, compound

Participants

Reaction Steps

A solution of (1-{4-[2-(2-o-tolylamino-benzoxazol-6-yl)-acetylamino]-phenyl}-indan-1-yl)-acetic acid methyl ester [0.028 g, Reference Example 9(b)] in ethanol (5 mL) was treated with aqueous sodium hydroxide (0.3 mL, 1N) and the mixture was heated at reflux temperature for 2.5 hours. The mixture was then treated with a further aliquot of aqueous sodium hydroxide (0.15 mL, 1N) and heating at reflux temperature for continued for a further hour. The reaction mixture was concentrated to about 2 mL and then treated with water (12 mL). The resulting solution was acidified to pH 1 by addition of hydrochloric acid (1.75 mL, 1N) with stirring when a solid was deposited. The mixture was ice-cooled and then filtered. The solid was washed three times with water (3 mL) and then dried at 60° C. under vacuum to give the title compound (0.017 g) as a fawn coloured solid. LC-MS: RT=3.69 minutes, MS(ES+): 532(M+H)+.

Provenance & Evidence