Alternatived Products of [ 220904-92-7 ]
Product Details of [ 220904-92-7 ]
CAS No. : | 220904-92-7 |
MDL No. : | MFCD06213022 |
Formula : |
C9H10N2O
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Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | - |
M.W : |
162.19
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Pubchem ID : | - |
Synonyms : |
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Safety of [ 220904-92-7 ]
Application In Synthesis of [ 220904-92-7 ]
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
- Downstream synthetic route of [ 220904-92-7 ]
- 1
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[ 61394-50-1 ]
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[ 220904-92-7 ]
Yield | Reaction Conditions | Operation in experiment |
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With hydrogen at 20℃; for 24h; |
10.A
A. A slurry of 5-cyanoindolin-2-one (5 g, 31.64 mmol) and 10% palladium on carbon (500 mg), was hydrogenated under 40 psi at ambient temperature temp. for 24 hours. Filtration through a pad of celite and concentration afforded 5-aminomethylindolin-2-one (5.5 g) as an orange oil. |
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With hydrogenchloride; hydrogen In methanol for 72h; |
24.C
Step C: 5-Aminomethyl-1,3-dihydro-indol-2-one; A solution of the compound obtained in Step B (35 mmoles) in MeOH (500 ml) is added to 6 ml of concentrated HCl. The reaction mixture is stirred for 3 days under 10 bars of hydrogen. After filtration over Celite, the filtrate is evaporated to dryness to yield the title product in the form of a white powder, which is used directly in the next reaction. |
- 2
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[ 61394-50-1 ]
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[ 220904-92-7 ]
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5-Aminomethyl-3-(3,5-dibromo-4-hydroxy-benzylidene)-1,3-dihydro-indol-2-one
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
In acetic acid |
25.a 5-Aminomethyloxindole
Example 25a 5-Aminomethyloxindole A slurry of 5-cyanooxindole (1.0 g, 6.3 mmol) and 10 palladium on carbon (0.05 g) in glacial acetic acid (50 mL) at room temperature was hydrogenated under 40 psi pressure for 24 hours. The catalyst was removed by filtration through a pad of diatomaceous earth and the solvent evaporated from the filtrate to leave an orange oil of 5-aminomethyloxindole as an acetate salt (1.16 g). 1H NMR (DMSO-d6) δ7.21 (s, 1H), 7.14 (d, 1H, J=7.6 Hz), 6.75 (d, 1H, J=7.6 Hz), 3.74 (s, 2H), 3.44 (s, 2H). MS (+ve ES) 146 (100), (M-NH2). |
- 3
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[ 220904-92-7 ]
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[ 5617-74-3 ]
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(1R,5S)-3-(2-oxo-2,3-dihydro-1H-indol-5-ylmethyl)-3-aza-bicyclo[3.1.0]-hexane-2,4-dione
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
With acetic acid; for 48h;Reflux; |
Step D: (1R,5S)-3-(2-oxo-2,3-dihydro-1H-indol-5-ylmethyl)-3-aza-bicyclo[3.1.0]-hexane-2,4-dione; A solution of the compound obtained in Step C (15 mmoles) and 3-oxa-bicyclo[3.1.0]-hexane-2,4-dione (22.5 mmoles) in acetic acid (60 ml) is heated at reflux for 48 hours. The mixture is brought to ambient temperature and the solid formed is filtered off to yield the title product, which is used directly in the next reaction.Mass spectrometry (ES+, m/z): 257.0913 (M+H)+ |