Sodium Hydroxide → 4-(4-tert-Butylbenzoylamino)-N-(5-chloropyridin-2-yl)isophthalamic acid

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Reaction Steps

Into 5 mL MeOH was dissolved 91 mg (0.195 mmol) 2-(4-tert-butylbenzoylamino)-N-(5-chloropyridin-2-yl)-5-methoxycarbonylbenzamide, followed by 0.47 mL of 0.5 N (0.23 mmol) NaOH. The mixture was stirred 16 h, evaporated, diluted with 39.0 mL water, and extracted with 15 mL EtOAc-15 mL hexane mixture. The aquous layer was acidified with dilute HCl and extracted with 30 mL EtOH. The organic layer was dried (MgSO4) and evaporated, giving 43 mg (49%) title compound.

Provenance & Evidence