Tetrahydrofuran → HCID 178438761, Verbindung

HRID 1688863

Reaktionsgleichung

Reaktionsgleichung von HRID 1688863
[CH3:1][C:2]1[CH:7]=[C:6]([CH2:8][C:9]2[C:10](=[O:29])[N:11]([CH:22]3[CH2:27][CH2:26][C:25](=[O:28])[CH2:24][CH2:23]3)[C:12]3[N:13]([N:18]=[C:19]([CH3:21])[N:20]=3)[C:14]=2[CH2:15][CH2:16][CH3:17])[CH:5]=[CH:4][C:3]=1[C:30]1[C:31]([C:36]#[N:37])=[CH:32][CH:33]=[CH:34][CH:35]=1.O1CCCC1.[BH4-].[Na+]>CO>[OH:28][C@H:25]1[CH2:26][CH2:27][C@H:22]([N:11]2[C:10](=[O:29])[C:9]([CH2:8][C:6]3[CH:5]=[CH:4][C:3]([C:30]4[C:31]([C:36]#[N:37])=[CH:32][CH:33]=[CH:34][CH:35]=4)=[C:2]([CH3:1])[CH:7]=3)=[C:14]([CH2:15][CH2:16][CH3:17])[N:13]3[N:18]=[C:19]([CH3:21])[N:20]=[C:12]23)[CH2:23][CH2:24]1

Komponenten

5

Edukt 3

HCID 8028TetrahydrofuranHCID 4311764Sodium borohydrideHCID 670096082'-Methyl-4'-{[2-methyl-5-oxo-4-(4-oxocyclohexyl)-7-propyl-4,5-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-6-yl]methyl}biphenyl-2-carbonitrile

Produkt 1

HCID 178438761HCID 178438761, VerbindungAusbeute 91,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a mixture of 2′-methyl-4′-{[2-methyl-5-oxo-4-(4-oxocyclohexyl)-7-propyl-4,5-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-6-yl]methyl}biphenyl-2-carbonitrile (1.10 g), tetrahydrofuran (10 mL) and methanol (10 mL) was added sodium borohydride (0.05 g) at 0° C., and the mixture was stirred at room temperature for 30 min. After evaporation of the solvent under reduced pressure, the residue was extracted with water and ethyl acetate. The obtained ethyl acetate layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography to give the title compound as a colorless oil (1.01 g, 91%).

Aufarbeitung

  1. customAfter evaporation of the solvent under reduced pressure
  2. extractionthe residue was extracted with water and ethyl acetate
  3. washThe obtained ethyl acetate layer was washed with saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was evaporated under reduced pressure
  6. customthe residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-26de70db867e4e04b14f48be6c3d3aff
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08148383B2

Verknüpfte Notizen

Wird geladen…