Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 3-Isoxazolamine, 5-(1,1-dimethylethyl)- | HCID 171473 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 66642984 | HCID 66642984 | 17% |
Reaction Steps
A mixture of 5-tert-butylisoxazol-3-amine (1 g, 7.1 mmol) and a solution of Example 39A (1.7 g, 6.8 mmol) in 1.5 mL DMF was warmed to 85° C. and was allowed to stir for 70 hours at 85° C. The mixture was cooled to ambient temperature, concentrated under reduced pressure. The residue was purified by column chromatography (SiO2, 50% hexanes in EtOAc then 10% CH3OH in EtOAc) to afford the title compound (0.48 g, 1.2 mmol, 17% yield). MS (DCI/NH3) m/z 225 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08859596B2 |
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| Source dataset | uspto-grants-2014_10 |
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| ORD ID | ord-c02857f25eb245179e4cbe455a262e78 |
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| Source note | uspto-grants-2014_10 |
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