Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitrogen | HCID 947 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 67958709 | HCID 67958709 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 67958713 | HCID 67958713 | — |
Reaction Steps
In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a mixture of 1-(2-((4-nitro-2H-1,2,3-triazol-2-yl)methyl)oxazol-4-yl)cyclopropyl pivalate (150 mg, 0.45 mmol), iron powder (76 mg, 1.34 mmol) and NH4Cl (121 mg, 2.24 mmol) in a mixture of EtOH (2.0 mL) and water (1.0 mL) was stirred at 85° C. for 15 min. The reaction mixture was filtered while hot and concentrated under reduced pressure. CH2Cl2 (5.0 mL) was added followed by 1N NaOH (5.0 mL). The layers were separated and the aq. layer was extracted with CH2Cl2 (2×5 mL). The combined org. extracts were dried over MgSO4, filtered, and the solvents were removed under reduced pressure to give the title compound as a yellow oil. LC-MS-conditions 06: tR=0.73 min; [M+H]+=306.04.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09346793B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-3d72d7505ddd44a0ac9b4c88a25ec315 |
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| Source note | uspto-grants-2016_05 |
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