Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 23024963 | HCID 23024963 | — |
| Reactant | HCID 178471163 | HCID 178471163 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 23024737 | HCID 23024737 | 92% |
Reaction Steps
Sodium hydride (60%, oily, 70.0 mg) was added to a solution of ethyl 3-(3-ethoxy-1H-pyrazol-4-yl)propionate (371 mg) and 2-(5-chloromethyl-3-isoxazolylmethyl)quinoline (481 mg) in N,N-dimethylformamide (10 ml) at 0° C., and the mixture was stirred at room temperature for 1 hour. The reaction mixture was poured into water, and extracted with ethyl acetate. The ethyl acetate layer was washed with saturated aqueous sodium chloride solution, dried (MgSO4), and concentrated. The residue was subjected to silica gel column chromatography to obtain-ethyl 3-[3-ethoxy-1-[3-(2-quinolylmethoxy)-5-isoxazolylmethyl]-1H-pyrazol-4-yl]propionate (722 mg, yield: 92%) as a colorless oily substance from the fraction eluted with ethyl acetate-hexane (1:1, volume ratio).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07179823B1 |
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| Source dataset | uspto-grants-2007_02 |
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| ORD ID | ord-77c6504b819e4f7a842283f88db68c0c |
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| Source note | uspto-grants-2007_02 |
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