Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diethylamine | HCID 8021 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 86683045 | HCID 86683045 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86683046 | HCID 86683046 | 90.3% |
Reaction Steps
A mixture of 2,6-dichloro-4-(3-isopropyl-phenyl)-quinoline-3-carbonitrile (128 mg, 375 μmol, Eq: 1.00), diethylamine (54.9 mg, 78.4 μl, 750 μmol, Eq: 2) and triethylamine (114 mg, 157 μl, 1.13 mmol, Eq: 3) in DMF (1 ml) was heated first to 120° C. for 20 min and then to 180° C. for additional 20 min in a microwave. Then water was added and the mixture was extracted with ethyl acetate (3×). The combined extracts were washed with water and brine, dried with Na2SO4 and evaporated. The remaining residue was purified by column chromatography (silica gel, heptane/EtOAc 90:10 to 85:15) to afford the title compound as yellow oil (128 mg). MS (ESI): 377.1 (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-f83912d88b6a48f18c00103a626146a9 |
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| Source note | uspto-grants-2015_12 |
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