HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-((2-(Cyclohexylthio)-6-(trifluoromethyl)pyridin-3-yl)methyl)-3-(quinolin-2-yl)urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Phenyl quinolin-2-ylcarbamate | HCID 54327762 | — |
| Reactant | (2-(Cyclohexylthio)-6-(trifluoromethyl)pyridin-3-yl)methanamine | HCID 67300770 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-((2-(Cyclohexylthio)-6-(trifluoromethyl)pyridin-3-yl)methyl)-3-(quinolin-2-yl)urea | HCID 71237483 | 53% |
Reaction Steps
Phenyl quinolin-2-ylcarbamate (A) (60 mg, 0.23 mmol) and (2-(cyclohexylthio)-6-(trifluoromethyl)pyridin-3-yl)methanamine (69 mg, 0.24 mmol) was dissolved in dimethyl sulfoxide. Then triethylamine (0.06 mL, 0.45 mmol) was added. The mixture was stirred at room temperature for 12 h. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was concentrated under reduced pressure. The crude was purified by column chromatography to give 1-((2-(cyclohexylthio)-6-(trifluoromethyl)pyridin-3-yl)methyl)-3-(quinolin-2-yl)urea (example compound II) (55 mg, 53%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09029378B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-0b0414f8a9864d828224a82ea0e59a43 |
| Source note | uspto-grants-2015_05 |