HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 884913Generated: October 29, 2026
Sodium Carbonate → 4-(5-Trifluoromethyl-benzoxazole-2-yl)-[3,3']bipyridinyl
https://huagongshe.com/reaction/884913
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 3-Pyridinylboronic acid | HCID 2734378 | — |
| Reactant | 2-(3-Iodopyridin-4-yl)-5-(trifluoromethyl)benzoxazole | HCID 66880597 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-(5-Trifluoromethyl-benzoxazole-2-yl)-[3,3']bipyridinyl | HCID 66880522 | 102.9% |
Reaction Steps
To a mixture of 0.40 g of 2-(3-iodopyridin-4-yl)-5-(trifluoromethyl)benzoxazole, 0.21 g of 3-pyridine boronic acid, 8 ml of 1,4-dioxane and 0.07 g of dichlorobis(triphenylphosphine)palladium (II), a mixture of 0.40 g of sodium carbonate and 3 ml of water was added and heated to reflux for two hours. The reaction mixture was cooled to room temperature, and then water was added to the reaction mixture, followed by extraction with ethyl acetate. The combined organic layers were washed with water and 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 0.36 g of 4-(5-trifluoromethyl-benzoxazole-2-yl)-[3,3′]bipyridinyl (hereinafter, referred to as “active compound 128”).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08242133B2 |
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| Source dataset | uspto-grants-2012_08 |
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| ORD ID | ord-3c823d252b894618af5363f0612370b0 |
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| Source note | uspto-grants-2012_08 |
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