HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dabco → Carbamic acid, methylphenyl-, 5-[[(2,2-dimethylpropyl)amino]carbonyl]-2-pyridinyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dabco | HCID 9237 | — |
| Reactant | Carbamic chloride, N-methyl-N-phenyl- | HCID 77969 | — |
| Reactant | HCID 178446492 | HCID 178446492 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Carbamic acid, methylphenyl-, 5-[[(2,2-dimethylpropyl)amino]carbonyl]-2-pyridinyl ester | HCID 69518341 | 52.5% |
Reaction Steps
A solution of N-(2,2-dimethyl-propyl)-6-hydroxy-nicotinamide (0.50 g, 2.40 mmol), N-methyl-N-phenylcarbamoyl chloride (0.41 g, 2.40 mmol) and 1,4-diazabicyclo[2,2,2]octane (0.27 g, 2.40 mmol) in tetrahydrofuran (15 mL) was stirred at room temperature for 3 hours. The solvent was evaporated in vacuo and the residue was purified by flash column chromatography (first column: SiO2, dichloromethane:ethyl acetate 95:5, second column: SiO2, ethyl acetate), yielding the title compound (0.43 g, 52% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07279470B2 |
| Source dataset | uspto-grants-2007_10 |
| ORD ID | ord-c0fff6ae15bb4b079528d4e6e65a43e6 |
| Source note | uspto-grants-2007_10 |