Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrazine | HCID 9321 | — |
| Reactant | Dimethylformamide dimethyl acetal | HCID 78373 | — |
| Reactant | HCID 68757271 | HCID 68757271 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 46868853 | HCID 46868853 | — |
Reaction Steps
The title compound was prepared from 4-cyano-2-(2-(isoquinolin-5-yl)acetamido)thiophene-3-carboxamide (15 mg) according to protocol C except that DCM was added to the DMF-DMA step and refluxed while the hydrazine step was heated at 90° C. (rather than 95° C.). The product was purified via prep. HPLC to give N-(4-cyano-3-(1H-1,2,4-triazol-5-yl)thiophen-2-yl)-2-(isoquinolin-5-yl)acetamide. Method[7], MS (ESI) 361.1 [M+H], rt=1.273 min; 1H-NMR (300 MHz, CD3OD) δ 9.62 (b s, 1H), 8.60-8.57 (m, 1H), 8.44-8.37 (m, 2H), 8.34 (s, 1H), 8.29-8.20 (m, 1H), 8.04-8.0 (m, 1H), 7.86 (s, 1H), 4.56 (s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08450363B2 |
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| Source dataset | uspto-grants-2013_05 |
|---|
| ORD ID | ord-330a9af3e4cf41baafb3ae959898b1f6 |
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| Source note | uspto-grants-2013_05 |
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