HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 5,6-Diphenyl-2-pyrazinamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Azido-5,6-diphenylpyrazine | HCID 11807853 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5,6-Diphenyl-2-pyrazinamine | HCID 11086090 | — |
Reaction Steps
To a stirred solution of 2-Azido-5,6-diphenylpyrazine (45 mg, 0.17 mmol) in 50 mL EtOAc at room temperature was added triethylamine (100 μL) followed by Pearlman's Catalyst (50 mg). The suspension was put through a vacuum/purge cycle three times with hydrogen gas and then held under I atmosphere of hydrogen for 2 hours. The suspension was then filtered through GF/F filter paper with EtOAc and concentrated. The crude product was eluted through a Biotage 12S column with 1/1 EtOAc/hexane to give pure product, as a clear oil (25 mg, 59%)., 1H-NMR (400 MHz, CDCl3) δ 8.04 (s, 1H), 7.42-7.20 (m, 10H), 4.62 (br s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07608618B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-532ff60f9f9b4fb0a2160695092ff39a |
| Source note | uspto-grants-2009_10 |