Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Oxindole | HCID 321710 | — |
| Reactant | 1H-Indazole-5-carboxaldehyde | HCID 21250644 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 178517063 | HCID 178517063 | 7.7% |
Reaction Steps
A scintillation vial was charged with indolin-2-one (67 mg, 0.500 mmol), 1H-indazole-5-carbaldehyde (73 mg, 0.550 mmol), piperidine (5.0 uL, 0.076 mmol) and EtOH (2 mL). The reaction was then heated to 90° C. for 2 hrs. The EtOH was removed and the product purified by preparatory reverse-phase HPLC to give 10 mg, 7.6% of the title compound. 1H NMR (400 MHz, CD3OD) δ 8.20-8.18 (m, 2H), 7.89 (s, 1H), 7.76 (d, J=7.9 Hz, 1H), 7.71-7.67 (m, 2H), 7.24 (t, J=7.4 Hz, 1H), 6.93 (d, J=7.7 Hz, 1H), 6.90 (t, J=7.5 Hz, 1H); MS ESI 262.0 [M+H]+, calcd for [C16H11IN3O+H]+ 262.10.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08481525B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-f30312ca1cf4456797685f61c18e3972 |
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| Source note | uspto-grants-2013_07 |
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