HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Methyl 3-fluoromethylpyrazine-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Cesium fluoride | HCID 25953 | — |
| Reactant | Methyl 3-chloromethylpyrazine-2-carboxylate | HCID 67039637 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | Methyl 3-fluoromethylpyrazine-2-carboxylate | HCID 67039225 | 9.2% |
Reaction Conditions
| Temperature | 140 °C |
|---|
Reaction Steps
Methyl 3-chloromethylpyrazine-2-carboxylate (1.55 g, 8.3 mmol) was dissolved in DMSO (30 ml), followed by adding cesium fluoride (2.52 g, 16.6 mmol) and hexamethyl triamidophosphate (0.3 ml) and heated at 140° C. for 40 minutes while stirring. The reaction solution was cooled, followed by pouring into a diluted HCl solution, extracting with ethyl acetate, and washing with water. The solution was dried over magnesium sulfate, and concentrated under reduced pressure, and then the residue was purified by using silica gel chromatography (hexane:ethyl acetate=2:1) to obtain 0.13 g of the desired compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08269045B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-6ee773351ce04e88bb96aa9523a258b1 |
| Source note | uspto-grants-2012_09 |