Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | HCID 17749758 | HCID 17749758 | — |
| Reactant | 4-Isoxazolecarboxylic acid, 5-[4-(trifluoromethyl)phenyl]- | HCID 68682921 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 24809856 | HCID 24809856 | 55.8% |
Reaction Steps
5-[4-(Trifluoromethyl)phenyl]isoxazole-4-carboxylic acid (30 mg, 0.12 mmol) was dissolved in acetonitrile (1.5 mL) followed by the addition of o-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate (TBTU) (52 mg, 0.16 mmol), pyridine (60 μL, 0.72 mmol) and 2-pyrrolidin-3-yl-pyrazine trihydrochloride (36 mg, 0.14 mmol), and stirred at 60° C. for 30 min. The residue was purified on reversed phase HPLC to yield the title compound (26 mg). HRMS (ESI, pos. ion) m/z calcd for C19H15F3N4O2: 388.1147, found 388.1152.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07666888B2 |
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| Source dataset | uspto-grants-2010_02 |
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| ORD ID | ord-2883d8512b9d4b6d867afa73b881e9cf |
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| Source note | uspto-grants-2010_02 |
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