Acetic Acid → HCID 178470934, compound

Participants

Reaction Steps

A mixture of (6-(benzyloxy)pyridin-2-yl)(5-methylthiazol-2-yl)methanone (8.0 g, 21 mmol), acetic acid (1.5 mL), H2O (3 mL), and Pd/C (10%, 4 g) in ethanol (90 mL) and THF (60 mL) was stirred under H2 atmosphere at room temperature overnight. After filtration through a pad of Celite and evaporation of the solvent, the residue was washed with MTBE and petroleum ether to afford A030-7 (3 g) as a white solid. The filtration (mixture of A030-6 and A030-7) was mixed with TFA (20 mL) and the resulting mixture was refluxed for 2 h. After cooling down, the mixture was treated with water and extracted with ethyl acetate. The organic layer was dried and concentrated. The residue was washed with MTBE and petroleum ether to afford ethyl 3-(6-hydroxypyridin-2-yl)-3-(5-methylthiazol-2-yl)propanoate (1.4 g, total 71%) as a white solid.

Provenance & Evidence