HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 66742355, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Cyclobutylamine | HCID 75645 | — |
| Reactant | tert-Butyl (5-(bromomethyl)pyrazin-2-yl)carbamate | HCID 45073740 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66742355 | HCID 66742355 | 36% |
Reaction Steps
In a dried 100 mL round bottom flask was added cyclobutylamine (740 mg, 889 μL, 10.4 mmol, Eq: 3), K2CO3 (480 mg, 3.47 mmol, Eq: 1.00) and THF at rt. under argon. To the mixture was added a solution of (5-Bromomethyl-pyrazin-2-yl)-carbamic acid tert-butyl ester (1 g, 3.47 mmol, Eq: 1.00) in THF dropwise. The resulting reaction mixture was stirred vigorously at room temperature under argon overnight. The reaction was concentrated, diluted with water/DCM and extracted with DCM (2×30 mL). Combined organic extracts were concentrated to give a solid. The crude product was purified by LC chromatography (50 g spherical silica column) eluting with 5 to 10% MeOH in 1/1 EtOAc/Hex to afford 348 mg (36%) of the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08481540B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-2ce1f1106ebb4df786c8f0a5c303cd46 |
| Source note | uspto-grants-2013_07 |