HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
4-Chlorobenzoyl chloride → 2-(3,4,5-Trimethoxyphenylamino)-6-[4-(4-chlorophenylcarbonyl)-aminophenyl]-pyrazine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 4-Chlorobenzoyl chloride | HCID 8501 | — |
| Edukt | 2-(3,4,5-Trimethoxyphenylamino)-6-(4-aminophenyloxy)-pyrazine | HCID 59343439 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | 2-(3,4,5-Trimethoxyphenylamino)-6-[4-(4-chlorophenylcarbonyl)-aminophenyl]-pyrazine | HCID 66912505 | 34% |
Reaktionsschritte
Using Method LL with 2-(3,4,5-trimethoxyphenylamino)-6-(4-aminophenyloxy)-pyrazine (50 mg, 0.14 mmol) and 4-chlorophenylcarbonyl chloride (22 μL, 0.17 mmol), and purification by column chromatography (AcOEt), the title compound was obtained (23 mg). Yield: 34%. 1H NMR (250 MHz, DMSO-d6) δ 3.65 (s, 3H, [CH3O]4), 3.85 (s, 6H, [CH3O]3+5), 7.28 (s, 2H, Harom2′+6′), 7.64 (d, 2H, Harom 3+5, J=8.5 Hz), 7.93 (d, 2H, Harom 3″+5″, J=8.6 Hz), 7.93 (m, 2H, Harom 2″+6″), 8.03 (m, 2H, Harom 2+6), 8.14 (s, 1H, HPz 5), 8.53 (s, 1H, HPz 3), 9.56 (s, 1H, NH), 10.50 (s, 1H, NHamide). m/z 491.1 [(M+H)+ calcd for C26H23ClN4O4 490.1].
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07737152B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-e19b706740cc476bb169dce6fb387e94 |
| Quellennotiz | uspto-grants-2010_06 |