HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ethyl 2-(benzyloxy)-3-oxopropanoate → HCID 178517543, Verbindung
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ethyl 2-(benzyloxy)-3-oxopropanoate | HCID 19903223 | — |
| Edukt | 2-Chloropyridine-4-carboximidamide | HCID 50988635 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | HCID 178517543 | HCID 178517543 | 66% |
Reaktionsschritte
A mixture of crude ethyl 2-(benzyloxy)-3-oxopropanoate (all from previous step), 2-chloropyridine-4-carboximidamide (9.57 g, 50 mmol) and 100 mL of anhydrous ethanol was refluxed for 4 h under nitrogen. The mixture was then cooled and the volatile solvents were removed by rotary-evaporator. The residue was re-dissolved in water and filtered. The filtrate was acidified by HCl (4N aq) in an ice bath and the white precipitate was filtered, washed with water, and dried to give 5-(benzyloxy)-2-(2-chloropyridin-4-yl)pyrimidin-4-ol (10.4 g, 66%). 1HNMR δ (400 MHz, d6-DMSO): 13.12 (s, 1H), 8.58 (d, J=5.2 Hz, 1H), 8.12 (s, 1H), 8.04 (d, J=5.2 Hz, 1H), 7.94 (s, 1H), 7.51-7.34 (m, 5H), 5.20 (s, 2H); MS (ESI) m/z (M+H)+ 314.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08969364B2 |
| Quelldatensatz | uspto-grants-2015_03 |
| ORD ID | ord-404d1e1d29a3455a8438780e12d045c9 |
| Quellennotiz | uspto-grants-2015_03 |