Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Propyl mercaptan | HCID 7848 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-(3-Fluoropyridin-4-yl)-5-(trifluoromethyl)benzoxazole | HCID 66880180 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 66880564 | HCID 66880564 | 89.4% |
Reaction Steps
A mixture of 0.28 g of 2-(3-fluoropyridin-4-yl)-5-(trifluoromethyl)benzoxazole, 0.15 g of 1-propanethiol, 0.40 g of potassium carbonate and 2 ml of DMF was stirred while heating at 50° C. for one hour. The reaction mixture was cooled to room temperature, and then water was added to the reaction mixture, which was extracted with ethyl acetate. The organic layer was washed with a saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 0.30 g of 2-(3-propylthiopyridin-4-yl)-5-(trifluoromethyl)benzoxazole (hereinafter, referred to as “active compound 42”).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08324387B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-7e6c0b2807094fdaaa861d4b39d7fa33 |
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| Source note | uspto-grants-2012_12 |
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