HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Morpholine-4-carboxylic Acid 4-trifluoromethyl-pyrimidin-2-yl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dabco | HCID 9237 | — |
| Reactant | 4-Morpholinecarbonyl chloride | HCID 84810 | — |
| Reactant | HCID 178517744 | HCID 178517744 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Morpholine-4-carboxylic Acid 4-trifluoromethyl-pyrimidin-2-yl Ester | HCID 69519825 | 80% |
Reaction Steps
A solution of 4-(trifluoromethyl)-2-pyrimidol (0.49 g, 3.00 mmol), 4-morpholinecarbonyl chloride (0.45 g, 3.00 mmol) and 1,4-diazabicyclo[2.2.2]octane (0.51 g, 3.00 mmol) in N,N-dimethylformamide (15 ml) was stirred at room temperature for 2 hours. Water was added and the solution was extracted twice with dichloromethane. The combined organic layers were dried over sodium sulphate, filtered and evaporated in vacuo. The residue was purified by flash column chromatography (SiO2, ethyl acetate:heptane (30:70→50:50)) yielding the title compound (0.66 g, 80% yield) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07067517B2 |
| Source dataset | uspto-grants-2006_06 |
| ORD ID | ord-488fed786c9d48ad95ce24b4ccd6fb95 |
| Source note | uspto-grants-2006_06 |