Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | HCID 71515604 | HCID 71515604 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Sodium Chloride | HCID 5234 | — |
| Product | HCID 71515605 | HCID 71515605 | 72.7% |
Reaction Steps
A freshly prepared 1.5M solution of sodium ethanolate in EtOH (0.37 mL; 0.56 mmol) was added under argon to a solution of (rac)-ethyl[(3-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyrimidin-2-yl]-amino}benzyl)(methyl)oxido-λ6-sulfanylidene]carbamate (53 mg; 0.11 mmol) in EtOH (1.0 mL). The batch was stirred at 60° C. for 5 hours. After cooling the batch was diluted with saturated aqueous sodium chloride solution and extracted with ethyl acetate (3×). The combined organic phases were filtered using a Whatman filter and concentrated. The residue was purified by chromatography (DCM/EtOH 95:5) to give the desired product (33 mg; 0.08 mmol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09133171B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-1487160af2da46fba0a456bfb543526b |
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| Source note | uspto-grants-2015_09 |
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