Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | HCID 86669565 | HCID 86669565 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86669564 | HCID 86669564 | 48.4% |
Reaction Steps
N-[5-[3-[[tert-butyl(dimethyl)silyl]oxymethyl]phenoxy]thiazol-2-yl]-2-(4-cyclopropylsulfonylphenyl)-2-tetrahydropyran-4-yloxy-acetamide (0.05 g, 0.0758 mmol) was taken in 3 mL of dry THF and to it tetra-n-butylammonium fluoride (0.16 mL, 0.16 mmol, 1M solution in THF) was added in inert atmosphere at 0° C. After complete addition the reaction was stirred for overnight at room temperature. TLC showed complete reaction. The reaction mixture was portioned between water and ethyl acetate. The aqueous layer was extracted with ethyl acetate. The combined organic layer was washed with brine and dried over anhydrous sodium sulfate. The solvent was removed on vacuo to get the crude product which was purified by preparative TLC to get the solid product (0.020 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09340506B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-7fe290365e8c4694aab1c47ab15f287b |
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| Source note | uspto-grants-2016_05 |
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