Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Trifluoroacetic anhydride | HCID 9845 | — |
| Reactant | Quinoline-6-carboxamide | HCID 11052097 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Quinoline-6-carbonitrile | HCID 592995 | 73% |
Reaction Steps
Dissolve 6-quinolinecarboxamide (1.5 g, 8.95 mmol) in DCM (50 mL), add triethylamine (2.7 g, 26.8 mmol) and cool the reaction mixture to 0° C. Add trifluoroacetic acid anhydride (2.4 g, 11.16 mmol) to the reaction mixture and stir for 10 min at 0° C. Quench the reaction mixture with water (20 mL) and separate the organic layer. Extract aqueous layer with DCM (2×15 mL). Combine the organic extracts and dry over anhydrous Na2SO4. Evaporate the solvent to obtain the desired intermediate as a white solid (1.0 g, 73%). GC-MS m/z: 154 (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08022062B2 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-33fd24d558904523b3b4f91e87c9b34e |
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| Source note | uspto-grants-2011_09 |
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