HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2094366Generated: October 29, 2026
Tetrahydrofuran → 2-(3-Iodopyridin-4-yl)-5-(trifluoromethyl)benzoxazole
https://huagongshe.com/reaction/2094366
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | N-[2-hydroxy-5-(trifluoromethyl)phenyl]-3-iodoisonicotinamide | HCID 66880065 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-(3-Iodopyridin-4-yl)-5-(trifluoromethyl)benzoxazole | HCID 66880597 | 80.9% |
Reaction Steps
To a mixture of 1.81 g of N-[2-hydroxy-5-(trifluoromethyl)phenyl]-3-iodoisonicotinamide, 20 ml of tetrahydrofuran and 1.34 g of triphenylphosphine, 2.22 g of 40% toluene solution of diethyl azodicarboxylate was added dropwise at room temperature. The reaction mixture was stirred while heating at 50° C. for one hour. The reaction mixture was cooled to room temperature, and then the reaction mixture was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 1.40 g of 2-(3-iodopyridin-4-yl)-5-(trifluoromethyl)benzoxazole (hereinafter, referred to as “active compound 29”).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08445522B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-97e5337771ac4909ba47335311ae3174 |
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| Source note | uspto-grants-2013_05 |
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