Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1H-1,2,4-Triazole | HCID 9257 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-chloro-N-(3-quinoxalin-2-ylphenyl)acetamide | HCID 1485433 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 46917074 | HCID 46917074 | 72.1% |
Reaction Steps
To a solution of 1,2,4-triazole (18 mg, 0.258 mmol) in DMF (1 mL), NaH (11.5 mg 60% in mineral oil, 0.282 mmol) was added and the slurry was stirred at room temperature for 5 min. To the slurry, 2-chloro-N-(3-quinoxalin-2-ylphenyl)acetamide (70 mg, 0.235 mmol) in DMF (2 mL) was added at room temperature at stirred for 2 days. Water (5 mL) was added and the reaction mixture was extracted with ethyl acetate (25 mL). The organic phase was dried over MgSO4, the solvent evaporate in vacuo, and the resulting solid was purified by preparative LCMS to afford N-[3-(quinoxalin-2-yl)phenyl]-2-(1H-1,2,4-triazol-1-yl)acetamide (56 mg, 72% yield). LCMS calculated for C18H14N6O (M+H): 331.34. found 331.11. 1H-NMR (DMSO-d6, 400 Mhz) δH: 10.65 (1H, br. s), 9.52 (1H, s), 8.58 (1H, s), 8.55 (1H, m), 8.12 (1H, m), 8.10 (1H, d, J=7 Hz), 8.04 (1H, s), 7.98-7.80 (3H, m), 7.58 (1H, m), 5.21 (2H, s).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08592415B2 |
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| Source dataset | uspto-grants-2013_11 |
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| ORD ID | ord-1be8b692f37e40cc9956f11e38a9f64d |
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| Source note | uspto-grants-2013_11 |
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