HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → tert-butyl N-(5-formylpyrazin-2-yl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | Trimethylamine oxide dihydrate | HCID 198430 | — |
| Reactant | tert-Butyl (5-(bromomethyl)pyrazin-2-yl)carbamate | HCID 45073740 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | tert-butyl N-(5-formylpyrazin-2-yl)carbamate | HCID 44118835 | 75.9% |
Reaction Steps
To a mixed solution of 0.17 g of tert-butyl (5-(bromomethyl)pyrazin-2-yl)carbamate in 4 mL of dimethyl sulfoxide and 2 mL of dichloromethane, 0.26 g of trimethylamine N-oxide dihydrate was added under cooling with ice, and the mixture was stirred for 2 hours. Thereto were added water and chloroform, the organic layer was separated, and washed with a saturated aqueous sodium hydrogen carbonate solution, water and a saturated aqueous sodium chloride solution. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure to obtain 0.10 g of tert-butyl (5-formylpyrazin-2-yl)carbamate as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08211908B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-a15f3fdad6ee4330b20d70bbc4a5aa2b |
| Source note | uspto-grants-2012_07 |