Hydrochloric Acid → HCID 69733595, Verbindung

HRID 2416426Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2416426
C([O:4][C@@H:5]([CH3:32])[CH2:6][CH2:7][CH2:8][CH2:9][N:10]1[C:15](=[O:16])[C:14]2[C:17](=[O:29])[CH:18]=[C:19]([CH3:28])[N:20]([CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[C:13]=2[N:12]([CH3:30])[C:11]1=[O:31])(=O)C.Cl.C(=O)(O)[O-].[Na+]>CO>[CH2:21]([N:20]1[C:13]2[N:12]([CH3:30])[C:11](=[O:31])[N:10]([CH2:9][CH2:8][CH2:7][CH2:6][C@@H:5]([OH:4])[CH3:32])[C:15](=[O:16])[C:14]=2[C:17](=[O:29])[CH:18]=[C:19]1[CH3:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 69732875HCID 69732875, Verbindung

Produkt 1

HCID 69733595HCID 69733595, VerbindungAusbeute 89 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of (S)-3-(5-acetoxyhexyl)-8-benzyl-1,7-dimethylpyrido[2,3-d]pyrimidine-2,4,5(1H,3H,8H)-trione (1.2 g, 2.7 mmol), methanol (10 ml) and 37% aqueous hydrochloric acid (2 ml) was stirred at room temperature for 18 hours. The mixture was treated with saturated aqueous sodium bicarbonate solution (20 ml). The solid was filtered, rinsed with water, and air dried to afford (S)-8-benzyl-1,7-dimethyl-3-(5-hydroxyhexyl)pyrido[2,3-d]pyrimidine-2,4,5(1H,3H,8H)-trione (850 mg, 89% yield) as a white fluffy powder. 1H NMR (300 MHz, CDCl3) δ 1.17 (d, 3H), 1.38-1.6 (m, 6H), 2.47 (s, 3H), 3.63 (s, 3H), 3.78 (m, 1H), 4.05 (t, 2H), 5.28 (s, 2H), 6.56 (s, 1H), 7.23-7.57 (m, 5H).

Aufarbeitung

  1. filtrationThe solid was filtered
  2. washrinsed with water, and air
  3. customdried

Quellen und Nachweise

ORD-Eintrag
ord-bedec1ccbe9d46d1914d787115da6a9f
Quelldatensatz
uspto-grants-2004_11
Patentnummer
US06825180B2

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