Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 12972101 | HCID 12972101 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | N-Benzyl-2-chloro-N-ethylethan-1-amine--hydrogen chloride (1/1) | HCID 24181780 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 22105981 | HCID 22105981 | 82.1% |
Reaction Steps
To a solution of N-[1-butyl-4-(3-hydroxyphenyl)-1,2-dihydro-2-oxo-1,8-naphthyridin-3-yl]-N'-(2,6-diisopropylphenyl)urea (200 mg, 0.39 mmol) in DMSO (8 ml) were added 2-(N-benzyl-N-ethylamino)ethyl chloride hydrochloride (182 mg, 0.78 mmol) and potassium t-butoxide (132 mg, 1.17 mmol), and the mixture was stirred at room temperature for five hours. The mixture was poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with water, washed with a saturated aqueous sodium chloride solution, and dried over anhydrous magnesium sulfate. The resultant was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1) to give the title compound (218 mg, 0.32 mmol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05843957 |
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| Source dataset | uspto-grants-1998_12 |
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| ORD ID | ord-267b4b2709bf41c29febf3bc0b27ddb7 |
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| Source note | uspto-grants-1998_12 |
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