Water → 2-(4-(4-Cyanophenyl)-2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-1,2,5,6,7,8-hexahydroquinazolin-3(4H)-yl)propanoic acid

HRID 517228Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 517228
[OH-].[Li+].[C:3]([C:5]1[CH:10]=[CH:9][C:8]([CH:11]2[C:20]3[C:19](=[O:21])[CH2:18][CH2:17][CH2:16][C:15]=3[N:14]([C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([C:28]([F:31])([F:30])[F:29])[CH:23]=3)[C:13](=[O:32])[N:12]2[CH:33]([CH3:38])[C:34]([O:36]C)=[O:35])=[CH:7][CH:6]=1)#[N:4].O>ClCCl>[C:3]([C:5]1[CH:6]=[CH:7][C:8]([CH:11]2[C:20]3[C:19](=[O:21])[CH2:18][CH2:17][CH2:16][C:15]=3[N:14]([C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([C:28]([F:30])([F:31])[F:29])[CH:23]=3)[C:13](=[O:32])[N:12]2[CH:33]([CH3:38])[C:34]([OH:36])=[O:35])=[CH:9][CH:10]=1)#[N:4]

Komponenten

5

Edukt 3

HCID 962WaterHCID 3939Lithium HydroxideHCID 86732348Methyl 2-(4-(4-Cyanophenyl)-2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-1,2,5,6,7,8-hexahydroquinazolin-3(4H)-yl)propanoate2×

Produkt 1

HCID 867323492-(4-(4-Cyanophenyl)-2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-1,2,5,6,7,8-hexahydroquinazolin-3(4H)-yl)propanoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Aqueous lithium hydroxide (2 M, 1.06 mL, 2.12 mmol) is added to a solution of methyl 2-(4-(4-cyanophenyl)-2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-1,2,5,6,7,8-hexahydroquinazolin-3(4H)-yl)propanoate (intermediate 58, 350 mg, 0.70 mmol), and the mixture is stirred at room temperature over night. Water and dichloromethane are added, and the phases are separated. The organic layer is discarded, and the aqueous layer is acidified with aqueous hydrogen chloride (1 M) and extracted with dichloromethane. The organic phase is dried over MgSO4 and concentrated under reduced pressure. Yield: 274 mg; ESI mass spectrum [M+H]+=484; Retention time HPLC: 0.90 min (Z018_S04).

Aufarbeitung

  1. customthe phases are separated
  2. extractionextracted with dichloromethane
  3. dry with materialThe organic phase is dried over MgSO4
  4. concentrationconcentrated under reduced pressure
  5. custom0.90 min (Z018_S04)

Quellen und Nachweise

ORD-Eintrag
ord-87a021a7e3444fb08b80a2b847ac0240
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09115093B2

Notizen zur Reaktion

Wird geladen…