Chloride → HCID 19611576, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-tert-butyl-2-(hydroxymethyl)thiazole (441 mg, 2.57 mmol), potassium-tert-butoxide (580 mg, 5.17 mmol), tricaprylmethylamminium chloride (100 mg) and methyl 6-chloropyridine-2-carboxylate (660 mg, 3.85 mmol) was stirred at 120° C. for 2 hours. Water was added to the reaction solution and the product formed was extracted with ethyl acetate. The extract was washed with water and brine in that order, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent =hexane:ethyl acetate=20:1 to 10:1) to give methyl 6-(4-tert-butyl-2-thiazolylmethoxy)pyridine-2-carboxylate (198 mg, 0.65 mmol, 25%).

Provenance & Evidence