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ChemicalBook CAS DataBase List 4-(Piperazino)indole
84807-09-0

4-(Piperazino)indole synthesis

4synthesis methods
4-Aminoindole

5192-23-4

Bis(2-chloroethyl)amine hydrochloride

821-48-7

4-(Piperazino)indole

84807-09-0

To the reaction solution, 4-aminoindole (2 g, 15.2 mmol), bis(2-chloroethyl)amine hydrochloride (3.2 g, 18.2 mmol) and potassium carbonate (4.2 g, 30.4 mmol) were added sequentially to isopropanol (30 mL). The reaction mixture was stirred at 90 °C for 48 hours. Upon completion of the reaction, the mixture was diluted by adding dichloromethane (50 mL) and methanol (50 mL) to the mixture. The reaction mixture was filtered to remove insoluble matter and the filtrate was concentrated under reduced pressure and dried by rotary evaporator. Finally, the residue was purified using silica gel column chromatography (eluent ratio of dichloromethane/methanol (v/v) = 10/1) to afford the target product 4-(1-piperazinyl)-1H-indole as a brown solid (2.78 g, 90.8% yield).

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Yield:84807-09-0 90.8%

Reaction Conditions:

with potassium carbonate in isopropyl alcohol at 90; for 48 h;

Steps:

1.1 Step 1) Synthesis of 4-(piperazin-1-yl)-1H-indole

4-aminoindole (2g, 15.2mmol), bis(2-chloroethyl)amine hydrochloride (3.2g, 18.2mmol) and potassium carbonate (4.2g, 30.4mmol) was added to isopropanol (30 mL) after the reaction solution was reacted at 90 °C for 48 hours, and thereto was added dichloromethane (50mL) and methanol (50mL). The reaction mixture was filtered and the filtrate under reduced pressure to spin dry, the residue was purified by silica gel column chromatography (dichloromethane/methanol (v/v)= 10/1) by to give the title compound as a brown solid (2.78g, 90.8%).

References:

CN105367472,2016,A Location in patent:Paragraph 0179; 0180; 0181; 0182

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