HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1913629Generated: October 30, 2026
Dimethylformamide → N-{4-[5-(trifluoromethyl)benzoxazole-2-yl]pyridin-3-yl}phthalimide
https://huagongshe.com/reaction/1913629
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Phthalimide potassium salt | HCID 24194345 | — |
| Reactant | 2-(3-Fluoropyridin-4-yl)-5-(trifluoromethyl)benzoxazole | HCID 66880180 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-{4-[5-(trifluoromethyl)benzoxazole-2-yl]pyridin-3-yl}phthalimide | HCID 66880022 | 61.6% |
Reaction Steps
A mixture of 1.41 g of 2-(3-fluoropyridin-4-yl)-5-(trifluoromethyl)benzoxazole, 1.85 g of phthalimide potassium and 8 ml of DMF was stirred while heating at 120° C. After six hours, 0.92 g of phthalimide potassium was added and stirred while heating at 140° C. for further one hour. The reaction mixture was cooled to room temperature, and then water was added to the reaction mixture, which followed by extraction with ethyl acetate twice. The combined organic layers were washed with water and a saturated sodium chloride solution, sequentially, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 1.26 g of N-{4-[5-(trifluoromethyl)benzoxazole-2-yl]pyridin-3-yl}phthalimide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08609705B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-5d110e02a10741c8a538c2d146d63f16 |
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| Source note | uspto-grants-2013_12 |
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