Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Reactant | HCID 90203857 | HCID 90203857 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Hexane | HCID 8058 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 76071552 | HCID 76071552 | — |
Reaction Steps
A solution of 3-[4-(4-methoxy-benzyloxy)-phenyl]-isoxazole-4-carboxylic acid (1.0 g, 3.07 mmol) and triethylamine (0.5 mL, 3.4 mmol) in DMF (30 mL) was cooled to 0° C. Diphenylphosphorylazide (0.8 mL, 3.86 mmol) was added and the reaction mixture was warmed to 45-60° C. for 2 h. Water (15 mL) was then added and the reaction temperature increased to 90° C. for 28 h. The reaction mixture was cooled and 3-[4-(4-methoxy-benzyloxy)-phenyl]-isoxazol-4-ylamine was isolated by chromatography (5-40% ethyl acetate in hexane) as a white solid. m.p. 92-98° C. HRMS+1=297.123
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09290465B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-eaff85ccad73471b8b7cd04727d5d0d9 |
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| Source note | uspto-grants-2016_03 |
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