HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyrazole → N-(4-tert-butylphenyl)-6-(1H-pyrazol-1-yl)nicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyrazole | HCID 1048 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | N-(4-tert-butylphenyl)-6-chloronicotinamide | HCID 4811429 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(4-tert-butylphenyl)-6-(1H-pyrazol-1-yl)nicotinamide | HCID 11186276 | — |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
Pyrazole (0.34 g, 5 mmol) in 10 mL of DMF was treated with sodium hydride (0.2 g in 60% mineral oil) at room temperature. The mixture was then treated with the product from Example 21A in DMF (20 mL) and heated at 100° C. for 4 hours. The reaction mixture was allowed to cool to room temperature and quenched with water. The mixture was filtered and the filter cake was collected as the title compound. 1H NMR (300 MHz, DMSO-d6) δ 10.39 (bs, 1H), 9.01 (dd, 1H), 8.71 (dd, 1H), 8.52 (dd, 1H), 8.07 (d, 1H), 7.7 (m, 1H), 7.65 (m, 2H), 7.4 (m, 2H), 6.6 (m, 1H) 1.25 (s, 9H); MS (ESI+) m/z 321 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07037927B2 |
| Source dataset | uspto-grants-2006_05 |
| ORD ID | ord-a14d253c1c62458c9dfc9f6c7787993d |
| Source note | uspto-grants-2006_05 |