HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → t-butyl 5-((E)-2-dimethylaminovinyl)pyrazine-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Dimethylformamide dimethyl acetal | HCID 78373 | — |
| Reactant | t-Butyl 5-methylpyrazine-2-carboxylate | HCID 57475683 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | t-butyl 5-((E)-2-dimethylaminovinyl)pyrazine-2-carboxylate | HCID 57475684 | — |
Reaction Conditions
| Temperature | 130 °C |
|---|
Reaction Steps
A mixture of t-butyl 5-methylpyrazine-2-carboxylate (1.35 g), N,N-dimethylformamide (25 mL) and N,N-dimethylformamide dimethylacetal (25 mL) was stirred at 130° C. for five hours. The reaction solution was cooled to room temperature and diluted with ethyl acetate. The mixture was washed with a saturated sodium chloride solution three times. The organic layer was dried over anhydrous magnesium sulfate, and the insoluble matter was separated by filtration. The filtrate was concentrated and the residue was purified by silica gel column chromatography to obtain the title compound (648 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08946210B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-1f3c8a908386467c8c2344805f2f1aa2 |
| Source note | uspto-grants-2015_02 |