Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzyl mercaptan | HCID 7509 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Bromo-5-fluoropyridine | HCID 2783171 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58349837 | HCID 58349837 | — |
Reaction Steps
To a suspension of sodium hydride (60% in oil, 440 mg) in tetrahydrofuran (40 mL) was added dropwise phenylmethanethiol (1.37 g) at room temperature, 2-bromo-5-fluoropyridine (1.76 g) was added to the reaction mixture, and the mixture was stirred at 60° C. for 5 hr. The reaction mixture was diluted with water and concentrated under reduced pressure. The residual aqueous layer was extracted twice with ethyl acetate. Combined organic layers were washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane hexane-ethyl acetate=97:3) to give the title compound as a crude brown oil (yield 244 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08592597B2 |
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| Source dataset | uspto-grants-2013_11 |
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| ORD ID | ord-f43df4354cc94213aed613d00d669738 |
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| Source note | uspto-grants-2013_11 |
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