Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | 4-Methoxybenzylamine | HCID 75452 | — |
| Reactant | 2,6-Dibromopyrazine | HCID 20361700 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 86707142 | HCID 86707142 | 76.2% |
Reaction Steps
A mixture of 2,6-dibromopyrazine (3.431 mmol; 816.1 mg), (4-methoxyphenyl)methanamine (3.431 mmol; 470.6 mg; 0.4452 mL), and N-Methylmorpholine (8.577 mmol; 876 mg; 0.952 mL) in 1-methyl-2-pyrrolidinone (10 mL) in a sealed pressure vial was heated at 100° C. overnight. The mixture was poured into water, and extracted with EtOAc. The organic layer was concentrated. The residue was purified on silica eluted with 0 to 100% EtOAc in DCM to afford 6-bromo-N-[(4-methoxyphenyl)methyl]pyrazin-2-amine (768.8 mg, 29%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09434725B2 |
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| Source dataset | uspto-grants-2016_09 |
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| ORD ID | ord-3e9c5780a12b40f7b565b93b3e01dbfa |
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| Source note | uspto-grants-2016_09 |
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