反応 #170502

反応方程式

6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-nicotinic acid

azetidin-3-ol hydrochloride

1-hydroxybenzotriazole hydrate

N-ethyldiisopropylamine

→

title compound

収率 91.0%

(3-Hydroxy-azetidin-1-yl)-[6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridin-3-yl]-methanone

収率 91.0%

溶媒

THF

反応条件

後処理

1. 1
   その他The resulting reaction mixture
2. 2
   濃縮Concentration and purification by chromatography (SiO2, heptane:ethyl acetate=3:1 to 1:4)

実験手順

To a solution of 6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-nicotinic acid (200 mg, 0.65 mmol) and azetidin-3-ol hydrochloride (70.7 mg, 0.65 mmol) in THF (6 mL) at 0° C. were added 1-hydroxybenzotriazole hydrate (100.8 mg, 0.65 mmol), N-ethyldiisopropylamine (281.7 μL, 1.613 mmol) and N-(3-dimethylaminopropy)-N′-ethylcarbodiimidazole hydrochloride (126.2 mg, 0.65 mmol). The resulting reaction mixture was stirred overnight at room temperature. Concentration and purification by chromatography (SiO2, heptane:ethyl acetate=3:1 to 1:4) afforded the title compound (215 mg, 91%) as a colourless oil. MS: m/e=366.2 [M+H]+.

出典