HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 558176Generated: October 29, 2026
Potassium Carbonate → 5-(2-(Quinolin-4-yl)methoxyphenyl)-N-(3-trifluoromethylphenyl)-1,3,4-oxadiazol-2-amine
https://huagongshe.com/reaction/558176
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-(Chloromethyl)quinoline | HCID 12355701 | — |
| Reactant | 2-(5-(3-Trifluoromethylphenylamino)-1,3,4-oxadiazol-2-yl) phenol | HCID 136094543 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-(2-(Quinolin-4-yl)methoxyphenyl)-N-(3-trifluoromethylphenyl)-1,3,4-oxadiazol-2-amine | HCID 24995534 | 27.2% |
Reaction Steps
To a solution of 2-(5-(3-trifluoromethylphenylamino)-1,3,4-oxadiazol-2-yl) phenol (100 mg, 0.31 mmol; Reference Compound 9-(1)) and 4-chloromethylquinoline (55 mg, 0.31 mmol) in N,N-dimethylformamide (1.0 mL) was added potassium carbonate (86 mg, 0.62 mmol) at room temperature and then the mixture was stirred at 60° C. over night. The reaction solution was cooled to a room temperature and diluted with ethyl acetate (100 mL). The ethyl acetate solution was washed with a saturated brine solution (30 mL), dried over anhydrous sodium sulfate and concentrated under a reduced pressure. The residue was purified with a silica gel column chromatography (hexane/ethyl acetate) to give 39 mg (27%) of the titled compound as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08063034B2 |
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| Source dataset | uspto-grants-2011_11 |
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| ORD ID | ord-fe80f13933c74b7091215f7ef9d86aff |
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| Source note | uspto-grants-2011_11 |
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