Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | HCID 178514750 | HCID 178514750 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 178484414 | HCID 178484414 | 53% |
Reaction Steps
To 100 mg (0.190 mmol) 2-oxo-3[(4-sulfamoyl-phenyl)-hydrazono]-2,3-dihydro-1H-indole-5-carboxylic acid pentafluorophenyl ester in 5 mL acetonitrile was added 50 μL (5.6 M in ethanol, 0.28 mmol) of a solution of dimethylamine and 20 μL (0.25 mmol) of pyridine, and the reaction was stirred overnight. The solution was concentrated, and the resulting solid was triturated with EtOAc to give the title compound as a yellow solid (39 mg, 53%): mp>230° C.; 1H NMR (DMSO-d6): δ12.71 (s,1H), 11.22 (s,1H), 7.75 (d, J=8.8 Hz, 2H), 7.60 (s, 1 H), 7.58 (d, J=8.8 Hz, 2H), 7.31 (dd, J=1.7, 8.1 Hz, 1H), 7.23 (s, 2H), 6.93 (d, J=8.0 Hz, 1H), 2.95 (s, 6H); APCI−MS: m/z 386 (m-H). Anal. Calcd for C17H17N5O5S.1/2H2O: C, 51.51; H, 4.58; N, 17.67. Found: C, 51.69; H, 4.25; N, 17.63.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06369086B1 |
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| Source dataset | uspto-grants-2002_04 |
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| ORD ID | ord-40d04ae6f8384b968ed61fad26000fd0 |
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| Source note | uspto-grants-2002_04 |
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