Hydrochloric Acid → HCID 57668049, compound

Participants

Reaction Conditions

Reaction Steps

To the obtained tert-butyl 2-(4-fluoroanilino)-4-(1H-indol-1-yl)benzoate were added dioxane 1.5 mL, methanol 1.5 mL and 2.0 mol/L sodium hydroxide aqueous solution 0.41 mL, and it was stirred at 40° C. for 5 hours. After the reaction mixture was cooled to room temperature, 2.0 mol/L sodium hydroxide aqueous solution 0.41 mL was added to it, and it was stirred at 50° C. for 3 hours. After the reaction mixture was cooled to room temperature, water was added to it, it was adjusted to pH3.6 with 1.0 mol/L hydrochloric acid, and ethyl acetate was added to it. The organic layer was separated and collected,dried over anhydrous magnesium sulfate after sequential washing with water and saturated sodium chloride aqueous solution, and the solvent was removed under reduced pressure. The obtained residue was refined by reversed-phase silica gel column chromatography [eluent; 60-100% acetonitrile/0.1% trifluoroacetic acid aqueous solution] to give 2-(4-fluoroanilino)-4-(1H-indol-1-yl)benzoic acid 6.0 mg of a white solid.

Provenance & Evidence