反応 #339786

反応方程式

Morpholine

2-(4-aminophenyl)-1-cyclobutyl-6-ethoxy-1H-indole-3-carbonitrile

4-nitrophenyl chloroformate

pyridine

→

morpholine-4-carboxylic acid [4-(3-cyano-1-cyclobutyl-6-ethoxy-1H-indol-2-yl)-phenyl]-amide

収率 100.0%

溶媒

CH2Cl2

CH2Cl2

反応条件

後処理

1. 1
   洗浄is washed with dilute aqueous NaOH
2. 2
   その他to remove the yellow nitrophenol byproduct
3. 3
   その他The organic layer is dried
4. 4
   濃縮concentrated
5. 5
   その他Purification by silica gel chromatography (CH2Cl2/EtOAc, 7/3)

実験手順

2-(4-aminophenyl)-1-cyclobutyl-6-ethoxy-1H-indole-3-carbonitrile (40 mg, 0.12 mmol), 4-nitrophenyl chloroformate (60 mg, 0.30 mmol), CH2Cl2 (400 μL), and pyridine (25 μL, 0.31 mmol) are stirred at room temperature for 1 hour. Morpholine (60 μL, 0.70 mmol) is added. After stirring at room temperature for an additional 30 minutes, the reaction mixture is diluted in CH2Cl2 and is washed with dilute aqueous NaOH to remove the yellow nitrophenol byproduct. The organic layer is dried and concentrated. Purification by silica gel chromatography (CH2Cl2/EtOAc, 7/3) yields morpholine-4-carboxylic acid [4-(3-cyano-1-cyclobutyl-6-ethoxy-1H-indol-2-yl)-phenyl]-amide (53 mg, 100%) as a white solid.

出典