Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Hydroxyamine hydrochloride | HCID 443297 | — |
| Reactant | HCID 57571244 | HCID 57571244 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 136346652 | HCID 136346652 | 48% |
Reaction Steps
To a stirred solution of tert-butyl (±)-1,3-dioxo-3-(pyridin-4-yl)-1-(pyrrolidin-1-yl)propan-2-ylcarbamate TTA 08120 (0.20 g, 0.60 mmol) in 10 mL of dioxane were added Et3N (125 μl, 0.90 mmol) and hydroxylamine hydrochloride (65 mg, 0.90 mmol). The mixture was stirred 2 h at 110° C. in a sealed tube then dioxane was evaporated. The obtained residue was purified by column chromatography (SiO2, CH2Cl2:MeOH=9:1 to 97:3) to give (±)-2-tert-butyloxycarbonylamino-3-(hydroxyimino)-3-(pyridin-4-yl)-1-(pyrrolidin-1-yl)propan-1-one TTA 08160 (100 mg, 48% yield) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08288556B2 |
|---|
| Source dataset | uspto-grants-2012_10 |
|---|
| ORD ID | ord-6298cd1586514e0bbec841df49f8eb36 |
|---|
| Source note | uspto-grants-2012_10 |
|---|