Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Reactant | HCID 117759745 | HCID 117759745 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 117760167 | HCID 117760167 | 81.2% |
Reaction Steps
Under a nitrogen atmosphere, to a solution of ethyl 3-cyclopropyl-3-(3-(((6-(2-fluoro-5-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)-5-neopentylpyridin-3-yl)oxy)methyl)phenyl)propanoate (984 mg) in methanol (8.35 mL) was added pyridinium p-toluenesulfonate (126 mg) at room temperature, and the mixture was stirred at 50° C. for 20 hr. The reaction mixture was cooled, poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (685 mg) as a colorless gummy substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09382188B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-ef1abc69e76348fe92d41d1f18c22b55 |
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| Source note | uspto-grants-2016_07 |
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