Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | 4-(Trifluoromethyl)benzaldehyde | HCID 67996 | — |
| Reactant | Hantzsch ester | HCID 70849 | — |
| Reactant | HCID 178516557 | HCID 178516557 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 178517225 | HCID 178517225 | — |
Reaction Steps
To a suspension of 6-iodoquinoline-2,4-diol (498.2 g, 1.736 mol) and diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate (439.6 g, 1.736 mol) in pyridine (3.5 L) was added 4-(trifluoromethyl)benzaldehyde (332.4 g, 1.909 mol). The resulting mixture was warmed with stirring to 105° C. for a period of 6 h. After cooling to room temperature, the heterogeneous mixture was treated with ethanol (4.6 L). White solids were isolated through filtration, washed with 57:43 ethanol:pyridine (800 mL), and dried in a vacuum oven at 65° C. The title compound was obtained in a 1:0.92 ratio with pyridine and used directly in the subsequent step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09290476B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-bb53fb672dff4e6499a401707ddb783d |
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| Source note | uspto-grants-2016_03 |
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