Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Aminopyrazine | HCID 78747 | — |
| Reactant | (S)-tert-Butyl (1-(4-bromophenyl)ethyl)carbamate | HCID 56973617 | — |
| Catalyst | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 86619142 | HCID 86619142 | 47.7% |
Reaction Steps
The mixture of 100 mg of the t-butyl[(1S)-1-(4-bromophenyl)ethyl]carbamate [106-1], 38 mg of 2-aminopyrazine, 6.8 mg of tris(dibenzylideneacetone)(chloroform)dipalladium (0), 7.7 mg of 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene, 217 mg of cesium carbonate, and 3 mL of 1,4-dioxane, was stirred overnight at 100° C. After cooling the reaction mixture back to room temperature, the insolubles were filtered through celite, the filtrate was concentrated under reduced pressure, and the thus obtained residue was purified by silica gel chromatography, to obtain 50 mg of t-butyl {(1S)-1-[4-(pyrazin-2-ylamino)phenyl]ethyl}carbamate [106-2] as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07718801B2 |
|---|
| Source dataset | uspto-grants-2010_05 |
|---|
| ORD ID | ord-75230751ce534736a46c095c9b3f52ce |
|---|
| Source note | uspto-grants-2010_05 |
|---|