HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Chloride → t-Butyl 5-methylpyrazine-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 5-Methyl-2-pyrazinecarboxylic acid | HCID 122831 | — |
| Reactant | Tert-butyl 2,2,2-trichloroethanimidate | HCID 2734700 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | t-Butyl 5-methylpyrazine-2-carboxylate | HCID 57475683 | 99.6% |
Reaction Steps
A boron trifluoride-diethyl ether complex (91.7 μL) was added dropwise to a suspension of 2-methylpyrazine-5-carboxylic acid (1 g) and tert-butyl 2,2,2-trichloroacetimidate (4.75 g) in tetrahydrofuran (20 mL) under ice-cooling. The reaction solution was warmed to room temperature, followed by stirring for two hours. A saturated sodium chloride solution and ethyl acetate were added to the reaction solution, and the organic layer was separated. The organic layer was dried over anhydrous magnesium sulfate, and the insoluble matter was separated by filtration. The filtrate was concentrated and purified by silica gel column chromatography to obtain the title compound (1.4 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08158620B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-6b3ae6c3b0d64d1b9b60c0589847da86 |
| Source note | uspto-grants-2012_04 |