tert-Butanol → [2-(4-Chloro-2-methoxyphenyl)-4-methylthiazol-5-yl]carbamic acid tert-butyl ester

Participants

Reaction Steps

In tert-butanol (10 ml), 2-(4-chloro-2-methoxyphenyl)-4-methylthiazole-5-carboxylic acid (567 mg, 2.00 mmol) prepared in Example 7-1 was suspended, and triethylamine (243 mg, 2.40 mmol) and then diphenylphosphoryl azide (605 mg, 2.20 mmol) were added thereto. The mixture was heated under reflux for 16 hours. After being allowed to cool, the mixture was concentrated under a reduced pressure, and dissolved in chloroform. The resulting solution was washed with a saturated sodium bicarbonate solution, and then dried over anhydrous magnesium sulfate and concentrated. The concentrate was purified by silica gel column chromatography (n-hexane:ethyl acetate=1:1) to give the title compound (1.04 g, quantitative) as a white powder.

Provenance & Evidence