반응 #2010714

반응 방정식

2-{2-[3-(5-fluoro-pyridin-2-yl)-5-methyl-isoxazol-4-yl]-ethyl}-thiazole-5-carboxylic acid

2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate

N,N-diisopropyl ethyl amine

4-aminotetrahydropyran

→

title compound

수율 77.0%

2-{2-[3-(5-Fluoro-pyridin-2-yl)-5-methyl-isoxazol-4-yl]-ethyl}-thiazole-5-carboxylic acid (tetrahydro-pyran-4-yl)-amide

수율 77.0%

용매

DMF

반응 조건

후처리

1. 1
   기타The resulting reaction mixture
2. 2
   기타evaporated
3. 3
   기타Purification by chromatography (silica, heptane:ethyl acetate 4:1 to 0:1)

실험 절차

To a solution of 2-{2-[3-(5-fluoro-pyridin-2-yl)-5-methyl-isoxazol-4-yl]-ethyl}-thiazole-5-carboxylic acid (67 mg, 0.20 mmol) in DMF (1.2 mL) were added 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate (71 mg, 0.22 mmol), N,N-diisopropyl ethyl amine (171 μL, 1.00 mmol) and 4-aminotetrahydropyran (22 mg, 0.22 mmol). The resulting reaction mixture was stirred for 1 h and then evaporated. Purification by chromatography (silica, heptane:ethyl acetate 4:1 to 0:1) afforded the title compound (64 mg, 77%) as a white solid after recrystallization from ethyl acetate:heptane. MS: m/e=417.2 [M+H]+.

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