Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 22930764 | HCID 22930764 | — |
| Reactant | HCID 178499559 | HCID 178499559 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86591677 | HCID 86591677 | 95% |
Reaction Steps
A mixture of methyl (3-hydroxy-1-methyl-1H-pyrazol-4-yl)acetate (298 mg), 2-(5-chloromethyl-3-isoxazolyloxymethyl)quinoline (481 mg), potassium carbonate (484 mg) and N,N-dimethylformamide (10 ml) was stirred at 60° C. for 4 hrs. The reaction mixture was poured into water and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried (MgSO4) and concentrated. The residue was subjected to silica gel column chromatography, and methyl [1-methyl-3-[3-(2-quinolylmethoxy)-5-isoxazolylmethoxy]-1H-pyrazol-4-yl]acetate (676 mg, yield 95%) was obtained as a colorless oil from a fraction eluted with ethyl acetate-hexane (2:1, volume ratio).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07241785B2 |
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| Source dataset | uspto-grants-2007_07 |
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| ORD ID | ord-46cabac0d9a8449cbbbb2bd317d2f17d |
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| Source note | uspto-grants-2007_07 |
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