HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydroxylamine → HCID 178526363, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydroxylamine | HCID 787 | — |
| Reactant | Phosphorus pentachloride | HCID 24819 | — |
| Reactant | N-(3-chloro-4-fluorophenyl)-4-(3-morpholin-4-ylpropyl)-1,2,5-oxadiazole-3-carboxamide | HCID 58941763 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 178526363 | HCID 178526363 | 50.2% |
Reaction Steps
N-(3-Chloro-4-fluorophenyl)-4-(3-morpholin-4-ylpropyl)-1,2,5-oxadiazole-3-carboxamide (10.0 mg, 27 μmol) was suspended in benzene (0.4 mL) under an atmosphere of nitrogen and phosphorus pentachloride (6.2 mg, 29.8 μmol) was added. The solution was heated at reflux for 2.5 h. The volatiles were evaporated in vacuo. The reaction was dissolved in EtOH (0.3 mL) and hydroxylamine (40 μL, 0.7 mmol) (50% solution in water) was added to the reaction. After stirring for 1 h, the reaction solution was diluted with MeOH and purified by preparative LCMS to give the desired product (5.2 mg, 50%). LCMS for C16H20ClFN5O3(M+H)+: m/z=384.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08951536B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-0272e5ff2f7f4a51883797f1838c9550 |
| Source note | uspto-grants-2015_02 |