Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | Dimethylamine, hydrochloride | HCID 10473 | — |
| Edukt | (R)-8-cyclopentyl-7-ethyl-2-(2-fluoropyridin-4-yl)-5-methyl-7,8-dihydropteridin-6(5H)-one | HCID 58405345 | — |
| Lösungsmittel | Dimethyl Sulfoxide | HCID 679 | — |
| Produkt | HCID 58405527 | HCID 58405527 | 61% |
Reaktionsschritte
To the 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 5 mL of DMSO, (CH3)2NH HCl (200 mg 5.6 mmol) and Na2CO3 (130 mg, 1.2 mmol) were added. The mixture was heated to 140° C. for 18 hr in a sealed tube, quenched with water and extracted with EtOAc. The combined organic phase was dried with Na2SO4, concentrated under reduced pressure, and chromatographed (CH2Cl2:CH3OH=15:1) to give the title compound as a white solid (130 mg, 60% yield). 1H NMR (CDCl3) δ: 8.27 (d, 1H), 7.97 (s, 1H) 7.49 (s, 1H), 7.43 (d, 1H), 4.35-4.29 (m, 2H), 3.39 (s, 3H), 3.18 (s, 6H), 2.1-1.7 (m, 10H) and 0.87 ppm (t, 3H); LCMS: 381.3 m/z (M+H)+; ret. Time: 1.44 min (Analytical Method E).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US08541418B2 |
|---|
| Quelldatensatz | uspto-grants-2013_09 |
|---|
| ORD ID | ord-80449104f2044a92a302f24543357069 |
|---|
| Quellennotiz | uspto-grants-2013_09 |
|---|