Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | HCID 86682946 | HCID 86682946 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86682947 | HCID 86682947 | 83.9% |
Reaction Steps
2,6-Dichloro-4-phenyl-quinoline-3-carbonitrile (30 mg, 100 μmol, Eq: 1.00), pyrrolidine (14.3 mg, 16.6 μl, 201 μmol, Eq: 2) and triethylamine (30.4 mg, 41.9 μl, 301 μmol, Eq: 3) were dissolved in DMF (0.5 ml) and the reaction mixture was heated to 120° C. for 20 min in a microwave. Then water was added and the mixture was extracted with ethyl acetate (3×). The combined organic layers were dried with Na2SO4 and evaporated to dryness. The remaining residue was purified by column chromatography (silica gel, DCM/heptane 1:1) to afford the title compound as yellow solid (28 mg). MS (ESI): 334.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09199938B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-cad2b64391d345c19663a2a13fc5dfc3 |
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| Source note | uspto-grants-2015_12 |
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