Reaktion #47838

Reaktionsgleichung

propionyl chloride

propionyl chloride

triethylamine

1-Amino-6-methoxy-3-phenyl-1H-indene-2-carboxylic acid ethyl ester

1-amino-6-methoxy-3-phenyl-1H-indene-2-carboxylic Acid Ethyl Ester

→

titled compound

Ausbeute 50.0%

6-methoxy-3-phenyl-1-propionylamino-1H-indene-2-carboxylic Acid Ethyl Ester

Ausbeute 50.0%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeat 0° C
2. 2
   workup.STIRRINGto be stirred for 15 hrs
3. 3
   WaschenThe resulting mixture was washed with saturated saline
4. 4
   Extraktionextracted with dichloromethane
5. 5
   SonstigeThe organic layer was separated
6. 6
   Trocknendried over anhydrous MgSO4
7. 7
   Einengenconcentrated under a reduced pressure
8. 8
   SonstigeThe resulting residue was purified by flash chromatography

Vorschrift

1-Amino-6-methoxy-3-phenyl-1H-indene-2-carboxylic acid ethyl ester (50 mg, 0.16 mmol) prepared in Example 20 was dissolved in dichloromethane (10 mL), and propionyl chloride (150.38 mg, 0.14 mL, 1.62 mmol) and triethylamine (180.12 mg, 0.25 mL, 1.78 mmol) were added thereto in order at 0° C. The mixture was stirred for 24 hrs at RT, and an excess amount of propionyl chloride (2 mL) was further added thereto to be stirred for 15 hrs. The resulting mixture was washed with saturated saline and extracted with dichloromethane. The organic layer was separated, dried over anhydrous MgSO4 and concentrated under a reduced pressure. The resulting residue was purified by flash chromatography to obtain 29 mg of the titled compound (yield: 50%).

Quelle