Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Oxindole | HCID 321710 | — |
| Reactant | HCID 86651958 | HCID 86651958 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 178517048 | HCID 178517048 | 12% |
Reaction Steps
A solution of (E)-3-styryl-1H-indazole-6-carbaldehyde (27 mg, 0.109 mmol) and oxindole (15 mg, 0.109 mmol) in MeOH (1.0 mL) was treated with piperidine (1 uL. 0.011 mmol) and the reaction stirred at 60° C. for 4 hours. The MeOH was removed and the residue purified by prep-HPLC to give 4.7 mg, 12% of a yellow powder. 1H NMR (400 MHz, CD3OD) δ 8.26 (d, J=8.38 Hz, 2H), 7.91-7.86 (m, 2H), 7.71-7.64 (m, 3H), 7.60-7.49 (m, 2H), 7.42 (t, J=7.41 Hz, 2H), 7.31 (t, J=7.49 Hz, 1H), 7.26 (t, J=7.89 Hz, 1H), 6.94 (d, J=7.75 Hz, 1H), 6.89 (t, J=6.86 Hz, 1H); MS ESI 364.2 [M+H]+, calcd for [C24H17N3O+H]+ 364.14.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08765748B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-8741d4f9efa74ff6b17473e36d262aae |
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| Source note | uspto-grants-2014_07 |
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