HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-(Isoquinolin-4-yl)-3-((2-(4-methylpiperidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methyl)urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Phenyl isoquinolin-4-ylcarbamate | HCID 58442686 | — |
| Reactant | (2-(4-Methylpiperidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methanamine | HCID 58873687 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-(Isoquinolin-4-yl)-3-((2-(4-methylpiperidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methyl)urea | HCID 71237137 | 50.1% |
Reaction Steps
Phenyl isoquinolin-4-ylcarbamate (72 mg, 0.27 mmol) and (2-(4-methylpiperidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methanamine (78 mg, 0.29 mmol) was dissolved in dimethyl sulfoxide. Then triethylamine (0.08 mL, 0.54 mmol) was added to it. The mixture was stirred at room temperature for 15 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 the desired 1-(isoquinolin-4-yl)-3-((2-(4-methylpiperidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methyl)urea (example compound 18) (60 mg, 50%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09029378B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-e27de851991249079c318d004da8aaaf |
| Source note | uspto-grants-2015_05 |