Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2,2-Difluoroethan-1-ol | HCID 136187 | — |
| Reactant | HCID 86685358 | HCID 86685358 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86685362 | HCID 86685362 | — |
Reaction Steps
To a suspension of sodium hydride (60% in oil, 36 mg) in tetrahydrofuran (5 ml) was added 2,2-difluoroethanol (0.095 ml) at room temperature, and the mixture was stirred at room temperature for 10 min. To the reaction mixture was added 2-(propylsulfanyl)-3-[4-(2,2,2-trifluoroethoxy)phenyl]pyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione (123 mg), and the mixture was stirred at room temperature for 5 hr. The reaction mixture was added to water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane), and recrystallized from a mixed solvent of hexane/ethyl acetate to give the title compound (73 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09023858B2 |
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| Source dataset | uspto-grants-2015_05 |
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| ORD ID | ord-ed7e80b2a9a64692880c0e7c8af08cee |
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| Source note | uspto-grants-2015_05 |
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