HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dabco → Methyl-phenyl-carbamic Acid 5-(4-trifluoromethyl-benzoylamino)-pyridin-2-yl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dabco | HCID 9237 | — |
| Reactant | Carbamic chloride, N-methyl-N-phenyl- | HCID 77969 | — |
| Reactant | HCID 178522253 | HCID 178522253 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl-phenyl-carbamic Acid 5-(4-trifluoromethyl-benzoylamino)-pyridin-2-yl Ester | HCID 69518161 | 64.5% |
Reaction Steps
A solution of N-(6-hydroxy-pyridin-3-yl)-4-trifluoromethyl-benzamide (1.41 g, 5.00 mmol), N-methyl-N-phenylcarbamoyl chloride (0.85 g, 5.00 mmol) and 1,4-diazabicyclo[2,2,2]octane (0.56 g, 5.00 mmol) in dimethylformamide (10 mL) was stirred at room temperature overnight. The solvent was evaporated in vacuo and the residue was purified by flash column chromatography (SiO2, ethyl acetate:heptane 50:50) yielding the title compound (1.34 g, 64% yield) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07279470B2 |
| Source dataset | uspto-grants-2007_10 |
| ORD ID | ord-1d05b5133cc945ae9d66626ca6bca5dd |
| Source note | uspto-grants-2007_10 |