Structure of 41018-86-4
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
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CAS No. : | 41018-86-4 |
Formula : | C10H10N2O2 |
M.W : | 190.20 |
SMILES Code : | O=[N+](C1=CC=CC2=C1NC(C)=C2C)[O-] |
MDL No. : | MFCD00022710 |
InChI Key : | ONCCVOJTXZBTDY-UHFFFAOYSA-N |
Pubchem ID : | 38742 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H315-H319-H335 |
Precautionary Statements: | P233-P260-P261-P264-P271-P280-P302+P352-P304-P304+P340-P305+P351+P338-P312-P321-P332+P313-P337+P313-P340-P362-P403-P403+P233-P405-P501 |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With hydrazine hydrate;aluminum nickel; In methanol; | The 7-amino-2,3-dimethylindole used as a starting material was prepared as follows:- Hydrazine hydrate (0.65 ml) was added dropwise to a stirred mixture of 2,3-dimethyl-7-nitroindole (0.5 g), Raney nickel (0.1 g) and methanol (5 ml) that had been warmed to 55 C. The resultant mixture was heated to reflux for 30 minutes. The catalyst was removed by filtration and the filtrate was evaporated. The residue was purified by column chromatography on silica using methylene chloride as eluent. There was thus obtained 7-amino-2,3-dimethylindole (0.3 g) as a solid; NMR Spectrum: (DMSOd6) 2.1 (s, 3H), 2.3 (s, 3H), 4.8 (br s, 2H), 6.25 (d, 1H), 6.65 (m, 2H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
70% | a) 2,3-Dimethyl-7-aminoindole (Compound 35A13-A) The title compound was prepared as described for Compound 35A1-A starting from 2,3-dimethyl-7-nitroindole (N. Moskalev et al, Tetrahedron Letters 40, 5395-5398, (1999)) instead of 2-methyl-7-nitroindole. The crude was purified by flash chromatography eluding with petroleum ether-ethyl acetate 7:3 to give the title compound (70%). 1H-NMR (δ): 2.31 (s, 3H), 2.49 (s, 3H), 3,85-4.21 (br, 2H), 6.27 (dd, 11H), 6.70 (dd, 1H), 6.94 (dd, 1H), 7.48-7.73 (br 1H) |
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