33631-09-3

31872-62-5

33631-09-3

Example 93: Synthesis of 4-hydroxy-4-[3-(trifluoromethyl)phenyl]piperidine-1-carboxylic acid (7-methoxy-thiazolo[5,4-b]pyridin-2-yl)-amide; Step 1: To a solution of 4-methoxy-3-nitropyridine (5.0 g, 32.44 mmol) in ethanol (100 mL) was added 10% palladium/carbon catalyst (200 mg). The reaction mixture was placed under hydrogen atmosphere (50 psi) and the reaction was shaken at room temperature for 6 hours. The progress of the reaction was monitored by thin layer chromatography (TLC, 50% ethyl acetate/hexane) to confirm complete conversion of the feedstock. Upon completion of the reaction, the catalyst was removed by diatomaceous earth filtration and the filtrate was concentrated under reduced pressure to afford 3-amino-4-methoxypyridine (4.0 g, 32.44 mmol, 100% yield), the product was a dark red oil.