Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1-Methylpiperazine | HCID 53167 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 66918928 | HCID 66918928 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 11373433 | HCID 11373433 | — |
Reaction Steps
N,N-Diisopropylethylamine (0.30 ml) was added to a stirred mixture of N-{5-[(cyclopropylamino)carbonyl]-2-methylphenyl}-4-fluoro-2-nitrobenzamide (0.30 g) and N-methylpiperazine (0.28 ml) in DMSO (0.5 ml). The mixture was heated to 90° C. and stirred for 16 hours. The reaction mixture was poured into water (100 ml), the resulting solid was filtered, washed with water, diethyl ether and redissolved in methylene chloride. The organic phase was dried (diatomaceous earth column) and evaporated to give the title compound as a solid (0.23 g); NMR Spectrum: (DMSOd6) 0.58 (m, 2H), 0.69 (m, 2H), 2.24 (s, 3H), 2.29 (s, 3H), 2.46 (m, 4H), 2.85 (m, 1H), 3.36 (m, 4H), 7.30 (m, 2H), 7.45 (d, 1H), 7.61 (m, 1H), 7.67 (d, 1H), 7.83 (s, 1H), 8.39 (d, 1H), 10.03 (s, 1H); Mass Spectrum: M+H+ 438.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07750154B2 |
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| Source dataset | uspto-grants-2010_07 |
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| ORD ID | ord-56e34c8be1ad43f2b67dbd17815ba2a9 |
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| Source note | uspto-grants-2010_07 |
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