Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium formate | HCID 2723923 | — |
| Reactant | HCID 9848374 | HCID 9848374 | — |
| Catalyst | HCID 178418390 | HCID 178418390 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 22106239 | HCID 22106239 | 76.1% |
Reaction Steps
To a solution of N-[1-methyl-4-(2-chlorophenyl)-1,2-dihydro-2-oxo-1,8-naphthyridin-3-yl]-N'-(2,6-diisopropylphenyl)urea (350 mg, 0.72 mmol) in methanol (20 ml) were added ammonium formate (135 mg, 2.15 mmol) and 10% palladium-carbon (100 mg), and the mixture was refluxed for 4 hours. After allowed to stand for cooling, the mixture was filtered through a cerite pad, and the filtrate was concentrated under reduced pressure. To the residue was added dilute aqueous ammonia, and the mixture was extracted with ethyl acetate. The extract was washed with water, washed with a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, concentrated under reduced pressure, and crystallized from diethyl ether to give the title compound (249 mg, mmol) as a colorless powder.
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-70645330abda46289cdcbb8cc3b2d569 |
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| Source note | uspto-grants-1998_12 |
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