HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Ethyl 3-(6-chloropyrimidin-4-yl)-3-cyclopropylpropanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| 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
Under a nitrogen atmosphere, to a solution of ethyl 3-cyclopropyl-3-(6-hydroxypyrimidin-4-yl)propanoate (1.00 g) and DMF (66 μL) in ethyl acetate (11 mL) was added oxalyl dichloride (1.11 mL) at 0° C., and the mixture was stirred at room temperature for 1 hr. A small amount of 1N hydrochloric acid was added to the reaction mixture, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (929 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-b39fb3a78d124053a830bc971abf793d |
| Source note | uspto-grants-2015_11 |