Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Amino-3,5-dibromopyrazine | HCID 620004 | — |
| Reactant | tert-Butyl (3R)-3-(aminomethyl)piperidine-1-carboxylate | HCID 1502023 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 118364866 | HCID 118364866 | 26% |
Reaction Steps
(R)-tert-butyl 3-(aminomethyl)piperidine-1-carboxylate (4.97 g, 22.40 mmol) was dissolved in DMSO (80 ml), and then 3,5-dibromopyrazine-2-amine (8.5 g, 33.60 mmol) and Et3N (6.3 ml) were added, followed by stirring at 130° C. overnight. After the completion of the reaction, the reaction mixture was extracted with H2O, EA, and brine, followed by drying (Na2SO4), filtration, and concentration under reduced pressure, and the residue was purified by column chromatography (EA:Hex=1:1), to give (R)-tert-butyl 3-(((3-amino-6-bromopyrazine-2-yl)amino)methyl)piperidine-1-carboxylate (2.19 g, two steps: 26%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09403831B2 |
|---|
| Source dataset | uspto-grants-2016_08 |
|---|
| ORD ID | ord-d13fb68c0fc8424890024c1a3b4df3d3 |
|---|
| Source note | uspto-grants-2016_08 |
|---|