Sodium Hydroxide → HCID 24825977, compound

Participants

Reaction Conditions

Reaction Steps

A 250 mL round bottom flask was charged with methyl 3-(2-(4-methylthiazol-2-ylamino)pyridin-4-yloxy)benzoate (2.0 g, 5.859 mmol) and methanol (100 mL) was added. To this solution was added 1M NaOH (30 mL). The reaction mixture was heated at 60° C. with stirring for 3 hours. The reaction mixture was cooled and concentrated. To the residue was added 1% HCl and 0.5 mL 6N HCl. The solution was filtered and the residue was collected to give 3-(2-(4-methylthiazol-2-ylamino)pyridin-4-yloxy)benzoic acid (1.499 g, 77.38% yield) as a tan solid. 1H NMR (CDCl3) δ 8.24 (d, 1H), 7.94 (dt, 1H), 7.79 (t, 1H), 7.52 (t, 1H), 7.33 (ddd, 1H), 6.86 (bs, 1H), 6.68 (dd, 1H), 6.39 (d, 1H), 2.45 (d, 3H); Mass spectrum (apci) m/z=328 (100) (M+H).

Provenance & Evidence