Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cyclopropylamine | HCID 69828 | — |
| Reactant | Ethyl 5-(thiophen-2-yl)-1,2-oxazole-3-carboxylate | HCID 2745138 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Isoxazole 9 | HCID 19582717 | 64% |
Reaction Steps
To a solution of ethyl 5-(thiophen-2-yl)isoxazole-3-carboxylate (220 mg, 1 mmol) in absolute ethanol (5 mL) was added cyclopropylamine (285 mg, 5 mmol). The reaction was sealed and heated to 80° C. for 24 hours. The reaction was allowed to cool to room temperature and water (1 mL) was added. The product was collected by vacuum filtration as a white crystalline solid (150 mg, 64% yield). δH (400 MHz, d6 DMSO): 8.85 (1H, d), 7.83 (1H, d), 7.76 (1H, d), 7.24 (1H, d), 7.18 (1H, s), 2.83 (1H, m), 0.58-0.71 (4H, m).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08193225B2 |
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| Source dataset | uspto-grants-2012_06 |
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| ORD ID | ord-8f6a25cd0402464dbebfa8d942bc6cfa |
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| Source note | uspto-grants-2012_06 |
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