HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 5-[2-(Benzyloxy)ethoxy]pyrazin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Tert-butyl {5-[2-(benzyloxy)ethoxy]pyrazin-2-yl}carbamate | HCID 59570995 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-[2-(Benzyloxy)ethoxy]pyrazin-2-amine | HCID 59570931 | 61.7% |
Reaction Steps
To a solution of tert-butyl {5-[2-(benzyloxy)ethoxy]pyrazin-2-yl}carbamate (614 mg) in dichloromethane (10 mL) was added trifluoroacetic acid (0.68 mL) at room temperature, followed by stirring at room temperature overnight. After concentration, saturated aqueous sodium bicarbonate was added thereto. After extraction with ethyl acetate, the organic layer was dried over anhydrous magnesium sulfate. The crude product obtained by concentration was purified by basic silica gel column chromatography (hexane:ethyl acetate=5:1-1:1) to obtain 5-[2-(benzyloxy)ethoxy]pyrazin-2-amine (269 mg) as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08329707B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-36031c5d59554fac93876b37a39d7f57 |
| Source note | uspto-grants-2012_12 |