Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Oxindole | HCID 321710 | — |
| Reactant | 6-formyl-1H-indazole-3-carbonitrile | HCID 76846244 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 178510683 | HCID 178510683 | 82% |
Reaction Steps
To a mixture of 6-formyl-1H-indazole-3-carbonitrile (1.10 g, 6.4 mmol) and 2-oxindole (871 mg, 6.5 mmol) in EtOH (25 mL) was added piperidine (0.1 mL, 1 mmol). The resulting mixture was refluxed (oil temp. 75° C.) for 90 min, then cooled to rt. The resulting precipitate was collected by suction filtration and dried to give the title compound as an orange solid (1.5 g, 82%) 1H NMR (400 MHz, DMSO-d6) δ 14.6 (s, 1H), 10.66 (s, 1H), 8.09 (s, 1H), 8.01 (d, J=8.5 Hz, 1H) 7.78 (s, 1H), 7.67 (d, J=8.5 Hz, 1H), 7.48 (d, 1H, J=7.8 Hz), 7.24 (t, J=7.6 Hz, 1H), 6.88 (d, J=7.8 Hz, 1H), 6.83 (t, J=7.8 Hz, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08481533B2 |
|---|
| Source dataset | uspto-grants-2013_07 |
|---|
| ORD ID | ord-caf7f0f054b34a9298b55d43f8d45c04 |
|---|
| Source note | uspto-grants-2013_07 |
|---|