HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydroxylamine → 6-(Di-pyridin-2-yl-amino)-hexanoic acid hydroxyamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydroxylamine | HCID 787 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 6-(Di-pyridin-2-yl-amino)-hexanoic acid methyl ester | HCID 58545021 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | 6-(Di-pyridin-2-yl-amino)-hexanoic acid hydroxyamide | HCID 46852305 | 30% |
Reaction Steps
HONH2 (50% aqueous, 0.3 mL) was added to II (32 mg, 0.1 mmol) in DMF (0.3 mL) and THF (0.3 mL) at 0° C. The reaction mixture was agitated at rt for 17 h. Brine (3 mL) and EtOAc (3 mL) were added, the phases were separated, and the aqueous phase was extracted with EtOAc (2×3 mL). The organic phases were combined, dried over MgSO4, filtered then evaporated under reduced pressure. The residue was purified by silica gel column chromatography with CH2Cl2/MeOH (100:3 to 100:10) to furnish IV as a colourless oil (9.6 mg, 30%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08748458B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-0891a9eda4f543a68f0558d0b160ba11 |
| Source note | uspto-grants-2014_06 |