HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Ethyl 3-(6-chloropyrimidin-4-yl)-3-cyclopropylpropanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | ethyl 3-cyclopropyl-3-(4-oxo-1H-pyrimidin-6-yl)propanoate | HCID 178471101 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Ethyl 3-(6-chloropyrimidin-4-yl)-3-cyclopropylpropanoate | HCID 117760030 | — |
Reaction Steps
To a solution of ethyl 3-cyclopropyl-3-(6-hydroxypyrimidin-4-yl)propanoate (199 mg) and DMF (13 μL) in ethyl acetate (3.0 ml) was added oxalyl dichloride (220 μL), and the mixture was stirred at room temperature for 1 hr. Water was added, and the reaction mixture was extracted with ethyl acetate. The extract was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (194 mg) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181186B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-86b0b9331b86435d815d5004b7d47456 |
| Source note | uspto-grants-2015_11 |