Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | 3-Tert-butyl-1,2-oxazol-5-amine | HCID 2095694 | — |
| Reactant | HCID 67284804 | HCID 67284804 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 49848188 | HCID 49848188 | — |
Reaction Steps
To a cold slurry of (S)-1-(4-Chloro-phenyl)-4-oxo-azetidine-2-carboxylic acid (0.2 g; 1.037 mmol) and 5-amino-3-tert-butylisoxazole (0.145 g; 1.037 mmol) in pyridine (1.258 mL; 15.555 mmol) is added phosphorous oxychloride (0.116 mL; 1.244 mmol). The mixture is stirred at 0° C. for 30 minutes and then diluted with water and extracted with ethyl acetate several times. The organics are combined and washed with water and brine, dried over Na2SO4, filtered and concentrated in vacuo. Purification by preparative HPLC affords title compound, m/z 348 [M+H+]
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08383615B2 |
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| Source dataset | uspto-grants-2013_02 |
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| ORD ID | ord-2e5564338fca4702b9ceb237c9145b1e |
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| Source note | uspto-grants-2013_02 |
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