Acetonitrile → HCID 62705059, Verbindung

HRID 1474456Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1474456
[CH2:1]([N:3]([CH2:30][CH3:31])[CH2:4][CH2:5][NH:6][C:7]([C:9]1[C:17]2[CH2:16][CH2:15][CH2:14]/[C:13](=[C:18]3/[C:19](=[O:28])[NH:20][C:21]4[C:26]/3=[CH:25][C:24]([F:27])=[CH:23][CH:22]=4)/[C:12]=2[NH:11][C:10]=1[CH3:29])=[O:8])[CH3:2].C(#N)C.[C:35]([OH:43])(=[O:42])[C@H:36]([CH2:38][C:39]([OH:41])=[O:40])[OH:37]>ClCCl>[C:35]([OH:43])(=[O:42])[C@H:36]([CH2:38][C:39]([OH:41])=[O:40])[OH:37].[CH2:30]([N:3]([CH2:1][CH3:2])[CH2:4][CH2:5][NH:6][C:7]([C:9]1[C:17]2[CH2:16][CH2:15][CH2:14]/[C:13](=[C:18]3/[C:19](=[O:28])[NH:20][C:21]4[C:26]/3=[CH:25][C:24]([F:27])=[CH:23][CH:22]=4)/[C:12]=2[NH:11][C:10]=1[CH3:29])=[O:8])[CH3:31]

Komponenten

5

Edukt 3

HCID 6342AcetonitrileHCID 222656L-Malic AcidHCID 569355771H-Indole-3-carboxamide, N-[2-(diethylamino)ethyl]-7-(5-fluoro-1,2-dihydro-2-oxo-3H-indol-3-ylidene)-4,5,6,7-tetrahydro-2-methyl-, (7Z)-

Produkt 1

HCID 62705059HCID 62705059, VerbindungAusbeute 93 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

8.49 g (20 mmol) (Z)—N-[2-(diethylamino)ethyl]-2-methyl-7-(1,2-dihydro-5-fluoro-2-oxo-3H-indol-3-ylidene)-4,5,6,7-tetrahydro-1H-indol-3-carboxamide was added to a mixture of 500 ml acetonitrile and 90 ml dichloromethane. The mixture was treated under ultrasonic sound to uniform dispersion. 3.22 g (24 mmol) L-malic acid was added and the solution was heated to reflux with stirring under nitrogen atmosphere. After reaction for 1 h, the resulting solution was filtered while being hot, and the filtrate was concentrated at reduced pressure to dryness, and the resulting product was added to 60 ml anhydrous ethanol and treated under ultrasonic sound to uniform dispersion. Then the solution was filtered, and the filter cake was dried at 40° C. under vacuum, to give the title compound as yellow solid (10.39 g, 18.6 mmol, yield 93%).

Aufarbeitung

  1. additionThe mixture was treated under ultrasonic sound to uniform dispersion
  2. temperaturethe solution was heated
  3. temperatureto reflux
  4. customAfter reaction for 1 h
  5. filtrationthe resulting solution was filtered
  6. concentrationthe filtrate was concentrated at reduced pressure to dryness
  7. additionthe resulting product was added to 60 ml anhydrous ethanol
  8. additiontreated under ultrasonic sound to uniform dispersion
  9. filtrationThen the solution was filtered
  10. customthe filter cake was dried at 40° C. under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-32a0763cbe514b86b2155c1b967f7514
Quelldatensatz
uspto-grants-2015_04
Patentnummer
US09018242B2

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