HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2-Methoxy-ethyl)-(5-nitro-pyrazin-2-yl)-amine → N-(2-methoxy-ethyl)-pyrazine-2,5-diamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2-Methoxy-ethyl)-(5-nitro-pyrazin-2-yl)-amine | HCID 21897383 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-(2-methoxy-ethyl)-pyrazine-2,5-diamine | HCID 21897315 | 80.6% |
Reaction Steps
A solution of (2-methoxy-ethyl)-(5-nitro-pyrazin-2-yl)-amine (290 mg, 1.46 mmol) in ethyl acetate (25 mL) was treated with 10% palladium on activated carbon (40 mg). The reaction mixture was then placed on a Parr shaker under a hydrogen atomsphere of 50 psi for 4 h. The catalyst was then filtered off through a pad of celite, and the celite pad was then washed well with ethyl acetate. The filtrate was then concentrated in vacuo. Biotage chromatography (FLASH 12M, Silica, 98/2 to 95/5 methylene chloride/methanol) afforded N-(2-methoxy-ethyl)-pyrazine-2,5-diamine (198 mg, 80%) as an orange solid: EI-HRMS m/e calcd for C7H12N4O (M+) 168.1011, found 168.1018.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07132425B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-2dd21bcbd7214dbe9f9889be1885bff9 |
| Source note | uspto-grants-2006_11 |