HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 15483854, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | HCID 18467089 | HCID 18467089 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 15483854 | HCID 15483854 | 75% |
Reaction Steps
To a solution of N-[1-butyl-4-(3-methoxyphenyl)-1,2-dihydro-2-oxo-1,8-naphthyridin-3-yl]-N′-[2-tert-butyl-5-(bromomethyl)phenyl]urea (330 mg, 0.56 mmol) in THF (tetrahydrofuran, 5 ml) is added pyrrolidine (362 mg, 5.09 mmol), and the mixture is stirred at room temperature for 3 hours. The mixture is poured into water, and the mixture is extracted with ethyl acetate. The extract is washed with water and a saturated brine, and dried over anhydrous magnesium sulfate. The solvent is evaporated under reduced pressure, and the resulting residue is purified by silica gel column chromatography (5-10% methanol/chloroform) to give the title compound (234 mg, 0.42 mmol) as colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06420381B1 |
| Source dataset | uspto-grants-2002_07 |
| ORD ID | ord-0c21d72876be485d8ceb172a6d2b7a95 |
| Source note | uspto-grants-2002_07 |