Hydrochloric Acid → HCID 60123474, Verbindung
Reaktionsgleichung
Cl.C([O:5][C@H:6]([CH3:33])[CH2:7][CH2:8][CH2:9][CH2:10][N:11]1[C:16](=[O:17])[C:15]2[C:18](=[O:30])[CH:19]=[C:20]([CH3:29])[N:21]([CH2:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[C:14]=2[N:13]([CH3:31])[C:12]1=[O:32])(=O)C>CO>[CH2:22]([N:21]1[C:14]2[N:13]([CH3:31])[C:12](=[O:32])[N:11]([CH2:10][CH2:9][CH2:8][CH2:7][C@H:6]([OH:5])[CH3:33])[C:16](=[O:17])[C:15]=2[C:18](=[O:30])[CH:19]=[C:20]1[CH3:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1Komponenten
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
37% Aqueous hydrochloric acid (5 ml) was added to a solution of the crude (R)-3-(5-acetoxyhexyl)-8-benzyl-1,7-dimethylpyrido[2,3-d]pyrimidine-2,4,5(1H,3H,8H)-trione in methanol (20 ml). After stirring at room temperature for 18 hours, the solution was concentrated under reduced pressure. The residue was treated with water (20 ml) and extracted with ethyl acetate (2×20 ml). The combined extracts were concentrated under reduced pressure to provide an oil which solidified on standing. The solid was recrystallized (ethyl acetate-hexanes) to afford (R)-8-Benzyl-1,7-dimethyl-3-(5-hydroxyhexyl)pyrido[2,3-d]pyrimidine-2,4,5(1H,3H,8H)-trione (1.26 g, 60% yield for 2 steps) as a white powder. 1H NMR (300 MHz, CDCl3) δ 1.19 (d, 3H), 1.35-1.52 (m, 4H), 1.54-1.70 (m, 2H), 2.47 (s,3H), 3.63 (s, 3H), 3.78 (m, 1H), 4.05 (t, 2H), 5.29 (s, 2H), 6.54 (s, 1H), 7.25-7.55 (m, 5H).
Aufarbeitung
- concentrationthe solution was concentrated under reduced pressure
- additionThe residue was treated with water (20 ml)
- extractionextracted with ethyl acetate (2×20 ml)
- concentrationThe combined extracts were concentrated under reduced pressure
- customto provide an oil which
- customThe solid was recrystallized (ethyl acetate-hexanes)
Quellen und Nachweise
- ORD-Eintrag
- ord-4e475390b6f54f08b80c3f2ce666bfdb
- Quelldatensatz
- uspto-grants-2004_11
- Patentnummer
- US06825180B2
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