Triethylamine → HCID 70664099, Verbindung

HRID 1963082Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1963082
[CH2:1]([O:3][C:4]([C:6]1[CH:11]=[N:10][N:9]2[C:12]([C:30]([N:32]3[CH2:37][CH2:36][N:35]([C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39])[CH2:34][CH2:33]3)=[O:31])=[C:13]([CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([F:28])[C:23]=3[CH3:29])[C:14]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[C:8]2[C:7]=1Cl)=[O:5])[CH3:2].C(N(CC)CC)C>C(O)C.C1COCC1.[Pd]>[CH2:1]([O:3][C:4]([C:6]1[CH:11]=[N:10][N:9]2[C:12]([C:30]([N:32]3[CH2:33][CH2:34][N:35]([C:38]([O:40][C:41]([CH3:42])([CH3:44])[CH3:43])=[O:39])[CH2:36][CH2:37]3)=[O:31])=[C:13]([CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([F:28])[C:23]=3[CH3:29])[C:14]([C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=3)=[C:8]2[CH:7]=1)=[O:5])[CH3:2]

Komponenten

5

Edukt 2

HCID 8471TriethylamineHCID 67774159HCID 67774159, Verbindung

Produkt 1

HCID 70664099HCID 70664099, VerbindungAusbeute 93,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 21873804Tetrahydrofuran ethanolLösungsmittel

Versuchsvorschrift

The compound of step 9 (1.880 g, 2.96 mmol) in 29.6 ml of ethanol/THF (1:1) was hydrogenated under a hydrogen pressure of 2 bar for 3.5 h at room temperature in the presence of 0.315 g of 10% palladium on charcoal and triethylamine (0.62 ml, 4.44 mmol). The catalyst was filtered off and the filtrate was washed with brine (50 ml), dried with magnesium sulfate, filtered and concentrated to dryness under reduced pressure. 1.67 g of the title compound were obtained as a yellow solid.

Aufarbeitung

  1. customfor 3.5 h
  2. customat room temperature
  3. filtrationThe catalyst was filtered off
  4. washthe filtrate was washed with brine (50 ml)
  5. dry with materialdried with magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated to dryness under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-2e6aa282f1484d2190b1457e30038164
Quelldatensatz
uspto-grants-2013_04
Patentnummer
US08415336B2

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