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ChemicalBook CAS DataBase List 1-(6'-Aminospiro[cyclopropane-1,3'-indolin]-1'-yl)ethanone
645419-13-2

1-(6'-Aminospiro[cyclopropane-1,3'-indolin]-1'-yl)ethanone synthesis

3synthesis methods
Ethanone, 1-(6'-nitrospiro[cyclopropane-1,3'-[3H]indol]-1'(2'H)-yl)-

645419-12-1

1-(6'-Aminospiro[cyclopropane-1,3'-indolin]-1'-yl)ethanone

645419-13-2

The general procedure for the synthesis of 1-(6'-aminospiro[cyclopropane-1,3'-indolin]-1'-yl)ethanone from the compound (CAS: 645419-12-1) was as follows: 1-acetyl-6-nitro-1,2-dihydro-3-spiro-1'-cyclopropyl-1H-indole (383 mg, 2 mmol) was mixed with Pd-C (10%, 100 mg) The mixture in EtOH (50 mL) was stirred at room temperature for 1.5 h in H2 (1 atm) atmosphere. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated under reduced pressure. The resulting residue was treated with HCl/MeOH solution to afford 1-acetyl-6-amino-1,2-dihydro-3-spiro-1'-cyclopropyl-1H-indole (DC-2) (300 mg, 90% yield) in the form of hydrochloride.

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Yield:645419-13-2 90%

Reaction Conditions:

with hydrogenchloride;Pd-C in methanol;ethanol;

Steps:

2 DC-2; 1-Acetyl-6-amino-1,2-dihydro-3-spiro-1'-cyclopropyl-1H-indole

DC-2; 1-Acetyl-6-amino-1,2-dihydro-3-spiro-1'-cyclopropyl-1H-indole A mixture of 1-acetyl-6-nitro-1,2-dihydro-3-spiro-1'-cyclopropyl-1H-indole (383 mg, 2 mmol) and Pd-C (10%, 100 mg) in EtOH (50 mL) was stirred at room temperature under H2 (1 atm) for 1.5 h. The catalyst was filtered off and the filtrate was concentrated under reduced pressure. The residue was treated with HCl/MeOH to give 1-acetyl-6-amino-1,2-dihydro-3-spiro-1'-cyclopropyl-1H-indole (DC-2) (300 mg, 90%) as a hydrochloride salt.

References:

US2011/98311,2011,A1 US2012/309758,2012,A1

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