Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | 3-(3-(4-chloro-5-fluoropyrimidin-2-yl)-1-(2fluorobenzyl)-1H-pyrazol-5-yl)isoxazole | HCID 71622291 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 178517415 | HCID 178517415 | 55% |
Reaction Steps
To a solution of 3-(3-(4-chloro-5-fluoropyrimidin-2-yl)-1-(2fluorobenzyl)-1H-pyrazol-5-yl)isoxazole (Compound 30, 0.040 g, 0.107 mmol) in 1 mL methanol was added sodium methoxide (0.024 ml, 0.107 mmol) as a 25% weight solution. The reaction was stirred at 40° C. until judged complete by LC/MS. Once complete, the reaction mixture was directly concentrated in vacuo, and the resulting crude oil was purified using silica gel chromatography employing a 0-100% ethyl acetate in hexane gradient to afford the desired compound as a white solid in 55% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09139564B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-c79fbdf790d64f198e3584f4cfa4c4eb |
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| Source note | uspto-grants-2015_09 |
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