Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 3-Iodopyridine | HCID 70714 | — |
| Reactant | 3,5-Dichlorobenzenethiol | HCID 2736096 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Catalyst | Bis[2-(diphenylphosphino)phenyl] ether | HCID 4285986 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 52952224 | HCID 52952224 | 717.1% |
Reaction Steps
A solution of 0.018 g (0.020 mmol) Pd2dba3 and 0.021 g (0.039 mmol) DPEphos in toluene (3 mL) was stirred under an argon atmosphere for 5 minutes. 3-Iodo-pyridine (0.100 g, 0.49 mmol), 3,5-dichlorobenzenethiol (0.087 g, 0.49 mmol) and 0.060 g (0.54 mmol) potassium t-butoxide were added and the reaction mixture was heated to 100° C. and held for 2 hours, then cooled. Ethyl acetate was added to the reaction mixture and the organic phase was washed with water, dried and concentrated. The crude product was purified using flash chromatography to give 0.90 g (72% yield) 3-(3,5-dichloro-phenylsulfanyl)-pyridine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07504401B2 |
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| Source dataset | uspto-grants-2009_03 |
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| ORD ID | ord-fe53dbf2e3084c29a53f43c3f3606311 |
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| Source note | uspto-grants-2009_03 |
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