HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropanol → HCID 178517028, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | Hantzsch ester | HCID 70849 | — |
| Reactant | 6-(Trifluoromethyl)pyridine-3-carboxaldehyde | HCID 2777762 | — |
| Reactant | 6-Bromo-4-hydroxyquinolin-2(1H)-one | HCID 54689446 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 178517028 | HCID 178517028 | — |
Reaction Steps
A mixture of 6-bromo-4-hydroxyquinolin-2(1H)-one (3.2 g, 18.3 mmol, Intermediate 45: step a), 6-(trifluoromethyl)nicotinaldehyde (4.0 g, 16.7 mmol) and diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate (4.2 g, 16.7 mmol) in pyridine (34 mL) was heated to 105° C. for 3 hours. The solution was allowed to cool to ambient temperature, resulting in the formation of solid. Minimal isopropanol was added to the mixture and the slurry was stirred for 1 hour, sonicated, and filtered. The filtered solids were rinsed with isopropanol and dried under continuous air flow to provide the title compound as an off-white solid. Additional product was recrystallized from the filtrate, filtered, and rinsed with isopropanol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09284308B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-20ab0f95149643e4afe75c18c2644d3c |
| Source note | uspto-grants-2016_03 |