HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methanol → (R)-8-cyclopentyl-7-ethyl-2-(2-methoxypyridin-4-yl)-5-methyl-7,8-dihydropteridin-6(5H)-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methanol | HCID 887 | — |
| Edukt | Sodium Hydroxide | HCID 14798 | — |
| Edukt | (R)-8-cyclopentyl-7-ethyl-2-(2-fluoropyridin-4-yl)-5-methyl-7,8-dihydropteridin-6(5H)-one | HCID 58405345 | — |
| Produkt | (R)-8-cyclopentyl-7-ethyl-2-(2-methoxypyridin-4-yl)-5-methyl-7,8-dihydropteridin-6(5H)-one | HCID 58405706 | 60% |
Reaktionsschritte
To a solution of (R)-8-cyclopentyl-7-ethyl-2-(2-fluoropyridin-4-yl)-5-methyl-7,8-dihydropteridin-6(5H)-one (Example 16, 200 mg, 0.56 mmol) in 3 mL of CH3OH, aqueous NaOH (1.4 mL of 2N, 2.8 mmol) was added, the mixture was heated to reflux overnight, concentrated under reduced pressure, then extracted with EtOAc. The combined organic phase was dried with Na2SO4, concentrated under reduced pressure and chromagraphed (PE:EA=1:1) to give the title compound as a yellow solid (120 mg, 60% yield). 1H NMR (CDCl3) δ: 8.25 (d, 1H), 7.97 (s, 1H) 7.76 (m, 1H), 7.64 (s, 1H), 4.47 (m, 1H), 4.31 (m, 1H), 4.0 (s, 3H), 3.39 (s, 3H), 2.2-1.6 (m, 10H) and 0.88 ppm (t, 3H); LCMS: 368.2 m/z (M+H)+; ret. Time: 1.77 min (Analytical Method E).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08541418B2 |
| Quelldatensatz | uspto-grants-2013_09 |
| ORD ID | ord-96c524a76cbd407f932587a45de61840 |
| Quellennotiz | uspto-grants-2013_09 |