Sodium Hydroxide → HCID 70024301, compound

Participants

Reaction Steps

A mixture of methyl 4-(2-methoxycarbonyl-1-{4-[2-(2-o-tolylamino-benzoxazol-5-yl)-acetylamino]-phenyl}-ethylcarbamoyl)-butyrate (0.31 g, Reference Example 12) aqueous sodium hydroxide solution (2.64 ml, 1M) and tetrahydrofuran was heated at reflux temperature for 3 hours. The mixture was then treated with a further aliquot of aqueous sodium hydroxide solution (2.64 ml, 1M) and heating at reflux temperature was continued for a further 3 hours. The reaction mixture was evaporated and the residue was dissolved in water. The pH of this solution was adjusted to 1-2 by addition of concentrated 1,57 hydrochloric acid. The resulting solid was filtered, then washed well with water, then dried and then recrystallised from aqueous iso-butanol. The crystalline solid was washed with pentane and then dried at 100° C. under vacuum to give the title compound (0.13 g) as colourless crystals, m.p. 255.6-257.1° C. [Elemental analysis: Found: C, 64.51; H, 5.41; N, 10.03; H2O, 1.58%. Calculated for C30H30N4O7.0.5H2O: C, 63.43; H, 5.51; N, 9.87; H2O, 1.59%].

Provenance & Evidence