HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Aminopyridine → Ammonia
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Aminopyridine | HCID 1727 | — |
| Reactant | Phenyl chloroformate | HCID 15891 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Ammonia | HCID 222 | 0% |
| Product | Carbamic acid, 4-pyridinyl-, phenyl ester | HCID 11401617 | — |
Reaction Steps
To a suspension of 4-aminopyridine (0.941 g) in THF (10 mL) was added dropwise phenyl chloroformate (2×0.25 mL) at 0° C. The mixture was allowed to warm to rt overnight. The mixture was diluted with EtOAc (30 mL) and washed with saturated (satd.) aq. NaHCO3. The organic layer was dried (MgSO4) and concentrated. Chromatography of the residue (0-5% 2 M NH3 in MeOH-DCM) gave a the title compound as a white solid (0.74 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07541359B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-2c080ccb8c104c3c989ae704d0cf90b9 |
| Source note | uspto-grants-2009_06 |