反応 #73416

反応方程式

(5-tert-butyl-isoxazol-3-yl)-carbamic acid phenyl ester

[6-(4-fluoro-2-methyl-1H-indol-5-yloxy)-pyrimidin-4-ylmethyl]-methyl-carbamic acid tert-butyl ester

NaH

→

title compound

{6-[1-(5-tert-Butyl-isoxazol-3-ylcarbamoyl)-4-fluoro-2-methyl-1H-indol-5-yloxy]-pyrimidin-4-ylmethyl}-methyl-carbamic acid tert-butyl ester

溶媒

THF

反応条件

後処理

1. 1
   workup.STIRRINGstir for 18 h
2. 2
   その他The mixture is then quenched with saturated aqueous ammonium chloride
3. 3
   抽出The aqueous phase is extracted with EtOAc (2×)
4. 4
   洗浄The combined organic layers are washed with brine
5. 5
   乾燥dried over anhydrous sodium sulphate
6. 6
   濃縮concentrated
7. 7
   その他purified by FCC (0-70% EtOAc/heptane)

実験手順

To a solution of [6-(4-fluoro-2-methyl-1H-indol-5-yloxy)-pyrimidin-4-ylmethyl]-methyl-carbamic acid tert-butyl ester (275 mg, 0.712 mmol) in THF (7 mL), NaH (85 mg, 2.13 mmol) is added under nitrogen at 0° C. The resulting mixture is stirred for 2 h. Then (5-tert-butyl-isoxazol-3-yl)-carbamic acid phenyl ester (370 mg, 1.42 mmol) is added to this mixture. The resulting mixture is allowed to warm to rt and stir for 18 h. The mixture is then quenched with saturated aqueous ammonium chloride. The aqueous phase is extracted with EtOAc (2×). The combined organic layers are washed with brine, dried over anhydrous sodium sulphate, concentrated and purified by FCC (0-70% EtOAc/heptane) to provide the title compound. MS (ESI) m/z 553.1 (M+1).

出典