HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,2,3,3,3-Pentafluoropropanol → 2-[3-(2,2,3,3,3-Pentafluoropropoxy)pyridin-4-yl]-5-(trifluoromethyl)benzoxazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,2,3,3,3-Pentafluoropropanol | HCID 9872 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-(3-Fluoropyridin-4-yl)-5-(trifluoromethyl)benzoxazole | HCID 66880180 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-[3-(2,2,3,3,3-Pentafluoropropoxy)pyridin-4-yl]-5-(trifluoromethyl)benzoxazole | HCID 86651055 | — |
Reaction Steps
A mixture of 0.28 g of 2-(3-fluoropyridin-4-yl)-5-(trifluoromethyl)benzoxazole, 0.27 g of potassium carbonate and 3 ml of 2,2,3,3,3-pentafluoropropanol was heated to reflux while stirring for 5.5 hours. The reaction mixture was cooled to room temperature, and then water was added to the reaction mixture, followed by extraction with ethyl acetate twice. The combined organic layers were 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 0.33 g of 2-[3-(2,2,3,3,3-pentafluoropropoxy)pyridin-4-yl]-5-(trifluoromethyl)benzoxazole (hereinafter, referred to as “active compound 75”).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08609705B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-4f162c2699a74bfaa418c30bb4e5cc4d |
| Source note | uspto-grants-2013_12 |