Dichloromethane → HCID 57748232, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of methyl 4-(aminocarbonyl)-2-fluoro-5-(pentan-3-ylamino)benzoate (73.7 mg, 0.26 mmol) in methanol (1 mL) at 0° C. was added 1 N sodium hydroxide (520 uL, 0.52 mmol). The mixture was stirred 30 min at 0° C., and was then warmed to room temperature. Dichloromethane (500 uL) was added to improve solubility, and the homogeneous solution was stirred 3.5 h at room temperature. After acidification with 1 N hydrochloric acid (500 uL), the volatile solvents were removed by rotary evaporation. An insoluble solid material was then isolated from the aqueous residue by filtration. The solid was dried to give 4-(aminocarbonyl)-2-fluoro-5-(pentan-3-ylamino)benzoic acid (61.7 mg, 0.23 mmol, 88% yield). 1H NMR (400 MHz, CD3OD): 7.41 (d, 1H), 7.16 (d, 1H), 3.43-3.28 (m, 1H buried), 1.68-1.46 (m, 4H), 0.95 (t, 6H).

Provenance & Evidence