HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2,4-Dimethoxypyrimidine-5-boronic acid pinacol ester → 4-amino-N-butyl-8-(2,4-dimethoxypyrimidin-5-yl)cinnoline-3-carboxamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2,4-Dimethoxypyrimidine-5-boronic acid pinacol ester | HCID 16218388 | — |
| Edukt | 4-Amino-8-bromo-N-butyl-cinnoline-3-carboxamide | HCID 67228702 | — |
| Produkt | 4-amino-N-butyl-8-(2,4-dimethoxypyrimidin-5-yl)cinnoline-3-carboxamide | HCID 25133441 | — |
Reaktionsschritte
The title compound was prepared from 4-amino-8-bromo-N-butyl-cinnoline-3-carboxamide (200.0 mg, 0.62 mmol) and 2,4-dimethoxy-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyrimidine (987.9 mg, 3.72 mmol) according to Method B to afford a white solid (162.1 mg, 69%). 1H NMR (300.132 MHz, CDCl3) δ 8.49 (t, J=5.5 Hz, 1H), 8.33 (s, 1H), 7.90 (dd, J=7.6, 2.1 Hz, 1H), 7.77-7.69 (m, 3H), 4.07 (s, 3H), 3.93 (s, 3H), 3.50 (q, J=6.6 Hz, 2H), 1.63 (quintet, J=7.2 Hz, 2H), 1.44 (sextet, J=7.4 Hz, 2H), 0.95 (t, J=7.3 Hz, 3H). MS APCI, m/z=383.1 (M+H). HPLC 2.52 min.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07465795B2 |
| Quelldatensatz | uspto-grants-2008_12 |
| ORD ID | ord-567659ce0b954b519c646e0ed1d4d49e |
| Quellennotiz | uspto-grants-2008_12 |