Reaction #47839

Reaction equation

1-Amino-3-phenyl-6-(3-phenyl-propoxy)-1H-indene-2-carboxylic acid ethyl ester

1-amino-3-phenyl-6-(3-phenyl-propoxy)-1H-indene-2-carboxylic Acid Ethyl Ester

acetyl chloride

triethylamine

→

titled compound

Yield 47.0%

1-acetylamino-3-phenyl-6-(3-phenyl-propoxy)-1H-indene-2-carboxylic Acid Ethyl Ester

Yield 47.0%

Solvents

dichloromethane

Conditions

Workup

1. 1
   Otherat 0° C
2. 2
   Washwashed with saturated saline
3. 3
   Extractionextracted with dichloromethane
4. 4
   OtherThe organic layer was separated
5. 5
   Dryingdried over anhydrous MgSO4
6. 6
   Concentrationconcentrated under a reduced pressure
7. 7
   OtherThe resulting residue was purified by flash chromatography

Procedure

1-Amino-3-phenyl-6-(3-phenyl-propoxy)-1H-indene-2-carboxylic acid ethyl ester (30 mg, 0.07 mmol) prepared in Example 21 was dissolved in dichloromethane (10 mL), and acetyl chloride (30.15 mg, 0.37 mmol) and triethylamine (40 mg, 0.37 mmol) were added thereto in order at 0° C. The mixture was stirred for 24 hrs at RT, 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 15 mg of the titled compound (yield: 45%).

Source