HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2,5-Dimethoxyphenylboronic acid → 4-amino-8-(2,5-dimethoxyphenyl)-N-ethylcinnoline-3-carboxamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2,5-Dimethoxyphenylboronic acid | HCID 2734342 | — |
| Edukt | 4-Amino-8-bromo-N-ethyl-cinnoline-3-carboxamide | HCID 67228671 | — |
| Produkt | 4-amino-8-(2,5-dimethoxyphenyl)-N-ethylcinnoline-3-carboxamide | HCID 23629662 | 54% |
Reaktionsschritte
The title compound was prepared from 4-amino-8-bromo-N-ethyl-cinnoline-3-carboxamide (100.0 mg, 0.339 mmol) and 2,5-dimethoxyphenyl boronic acid (123.3 mg, 0.678 mmol) according to Method A. The solid obtained after chromatography was washed with diethyl ether and dried overnight at 40° C. to afford the title compound as a fluffy white solid (64.4 mg, 54% yield). 1H NMR (300.132 MHz, CDCl3) δ 8.51 (bt, J=5.2 Hz, 1H), 7.86 (dd, J=7.5, 2.1 Hz, 1H), 7.76-7.68 (m, 2H), 6.97-6.91 (m, 3H), 3.79 (s, 3H), 3.64 (s, 3H), 3.52 (dq, J=5.7, 7.3 Hz, 2H), 1.26 (t, J=7.3 Hz, 3H). MS APCI, m/z=353 (M+H). HPLC 2.41 min.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07465795B2 |
| Quelldatensatz | uspto-grants-2008_12 |
| ORD ID | ord-c6b9c8cb0a5d4910ab53fd5fdaec11cd |
| Quellennotiz | uspto-grants-2008_12 |