Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | HCID 137329924 | HCID 137329924 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68503951 | HCID 68503951 | 64% |
Reaction Steps
TBAF (1M in THF, 2.46 mL, 2.46 mmol) was added to a sol. of N-{2-[3-(tert-butyl-dimethyl-silanyloxymethyl)-4-chloro-phenyl]-ethyl}-3,3,3-trifluoro-propionamide (500 mg, 1.22 mmol) in THF (15.8 mL) at 0° C. The mixture was stirred for 1 h at 0° C., and aq. sat. NH4Cl was added. The mixture was extracted with EtOAc (3×). The combined org. extracts were washed with water (4×), dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of the residue by FC (CH2Cl2/MeOH 19:1) yielded the title compound (230 mg, 64%). LC-MS: tR=0.79 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07799805B2 |
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| Source dataset | uspto-grants-2010_09 |
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| ORD ID | ord-a06bdb40268746aca066dba84c464391 |
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| Source note | uspto-grants-2010_09 |
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