Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1H-Benzotriazole-1-carboximidamide--hydrogen chloride (1/1) | HCID 53434902 | — |
| Reactant | HCID 60207458 | HCID 60207458 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 178512573 | HCID 178512573 | 9.2% |
Reaction Steps
To a solution of N-(4-aminophenyl)-5-((3,5-dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carboxamide (0.2 g, 0.45 mmol) and 1H-benzo[d][1,2,3]triazole-1-carboximidamide HCl salt (0.18 g, 0.91 mmol) in acetonitrile (4 mL) was added triethylamine (0.13 mL, 0.91 mmol). After the addition, the resulting reaction mixture was heated at 60° C. for 24 hours. After this time, the reaction mixture was concentrated and purified by reverse phase HPLC to afford the titled product as a solid (20 mg, 9% yield). 1H NMR (400 MHz, d6-DMSO) δ: 10.66 (1H, s), 9.68 (1H, m), 9.01 (2H, m), 8.74 (1H, s), 7.73 (2H, m), 7.39 (4H, m), 7.25 (3H, m), 7.12 (2H, dd). MS m/z: 483.06, 485.06 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08680139B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-7c1edaf4d87644c790604b52360ed3bb |
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| Source note | uspto-grants-2014_03 |
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