HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → N-(3-Methylisoquinolin-5-yl)-N'-[(1-(5-trifluoromethyl-2-pyridyl)azetidin-3-yl)]urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Phenyl chloroformate | HCID 15891 | — |
| Reactant | 1-(5-Trifluoromethylpyridin-2-yl)azetidin-3-ylamine | HCID 10082062 | — |
| Reactant | 3-Methylisoquinolin-5-amine | HCID 12212055 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(3-Methylisoquinolin-5-yl)-N'-[(1-(5-trifluoromethyl-2-pyridyl)azetidin-3-yl)]urea | HCID 10386309 | 69.9% |
Reaction Steps
D4 (73 mg, 0.46 mmol) in dry dichloromethane (5 ml) was treated with pyridine (45 ul, 0.55 mmol) and phenyl chloroformate (69 ul, 0.55 mmol). After 1 h triethylamine (128 ul, 0.92 mmol) was added, followed by D7 (100 mg, 0.46 mmol). The reaction mixture was then stirred overnight at ambient temperature. The precipitate was separated by centrifugation, washed with dichloromethane then diethyl ether and then dried to give the title compound as a yellow solid (129 mg). MH+ 402.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07514562B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-f1f0e42d2a9f42ee919a336bfdb1544e |
| Source note | uspto-grants-2009_04 |