HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → HCID 89443439, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | tert-butyl N-[6-[[(Z)-[cyano(phenyl)methylidene]amino]oxymethyl]-2-pyridinyl]carbamate | HCID 140660333 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 89443439 | HCID 89443439 | 99.9% |
Reaction Steps
To a solution of tert-butyl {6-[({[(Z)-cyano(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}carbamate (5.4 g, 15.32 mmol, 1 eq.) in DCM (200 ml) was added TFA (17.47 g, 153 mmol, 10 eq.). The solution was refluxed for 12 h. The reaction was quenched by addition of aq. sat. NaHCO3 and extracted with EtOAc (3×50 ml). The organics were combined, dried over MgSO4 and concentrated to give (2Z)-{[(6-aminopyridin-2-yl)methoxy]imino}(phenyl)acetonitrile (3.86g, 89% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09375010B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-2a7634e7ddd44e77b4deb9343d31c650 |
| Source note | uspto-grants-2016_06 |