Sodium Hydroxide → [Rac]-[4-(methyl-{1-[2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-ethyl}-amino)-naphthalen-1-yloxy]-acetic acid

Participants

Reaction Steps

0.055 g (0.11 mmol) of the above prepared [rac]-[4-(methyl-{1-[2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-ethyl}-amino)-naphthalen-1-yloxy]-acetic acid ethyl ester was dissolved in 0:6 ml of THF/EtOH=1/1, treated with 0.33 ml (3 eq.) of 1N NaOH, and kept at 0° C. for 2 h. The reaction mixture was then poured onto crashed ice/AcOEt/HCl dil., the organic layer washed with water and brine, dried over sodium sulfate, and evaporated to dryness. Crystallization from hexane/AcOEt afforded finally 0.040 g of the title compound as off-white solid of mp. 157-58° C.

Provenance & Evidence