Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 2-Oxo-5-(trifluoromethoxy)indoline | HCID 25307163 | — |
| Reactant | HCID 178519382 | HCID 178519382 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 178517294 | HCID 178517294 | 23.3% |
Reaction Steps
A scintillation vial was charged with 5-(trifluoromethoxy)indolin-2-one (27 mg, 0.124 mmol), 1H-benzo[d][1,2,3]triazole-5-carbaldehyde (20 mg, 0.136 mmol), piperidine (2 uL, 0.012 mmol) and MeOH (2 mL). The reaction was then heated to 60° C. for 2 hrs. The MeOH was removed in vacuo and the residue purified by column chromatography (silica gel, 95:4:1, CH2Cl2/MeOH/AcOH) to give the title compound as a yellow solid (10 mg, 23%). 1H NMR (400 MHz, CD3OD) δ 8.23 (s, 1H), 8.04 (d, J=4.5 Hz, 1H), 8.02 (s, 1H), 7.77 (d, J=9.3 Hz, 1H), 7.42 (s, 1H), 7.21-7.18 (m, 1H), 6.99 (s, 1H); MS ESI 347.0 [M+H]+, calcd for [C16H9F3N4O2+H]+ 347.08.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08765748B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-e7e4e1b079f14f6e90ea30dae31c4467 |
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| Source note | uspto-grants-2014_07 |
|---|