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645419-13-2

645419-13-2 Structure

645419-13-2 Structure
IdentificationBack Directory
[Name]

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

645419-13-2
[Synonyms]

-yl}ethan-1-one
1-(6'-Aminospiro[cyclopropane-1,3'-indolin]-1'-yl)
1-(6'-aminospiro[cyclopropane-1,3'-indolin]-1'-yl)ethanone
1-(6'-aminospiro[cyclopropane-1,3'-indoline]-1'-yl)ethanone
Ethanone, 1-(6'-aminospiro[cyclopropane-1,3'-[3H]indol]-1'(2'H)-yl)-
1-(6'-Aminospiro[cyclopropane-1,3'-indolin]-1'-yl)ethanone - [A14989]
1-{6'-amino-1',2'-dihydrospiro[cyclopropane-1,3'-indole]-1'-yl}ethan-1-one
[Molecular Formula]

C12H14N2O
[MDL Number]

MFCD13195332
[MOL File]

645419-13-2.mol
[Molecular Weight]

202.25
Chemical PropertiesBack Directory
[Boiling point ]

488.1±45.0 °C(Predicted)
[density ]

1.27±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C(protect from light)
[pka]

4.06±0.20(Predicted)
Spectrum DetailBack Directory
[Spectrum Detail]

1-(6'-Aminospiro[cyclopropane-1,3'-indolin]-1'-yl)ethanone(645419-13-2)1HNMR
Hazard InformationBack Directory
[Synthesis]

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.

[References]

[1] Patent: US2011/98311, 2011, A1
[2] Patent: US2012/309758, 2012, A1
[3] Patent: WO2004/5279, 2004, A2. Location in patent: Page 170-171
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