Triethylamine → HCID 23533346, Verbindung

HRID 1825664Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1825664
CN1CCN(C2C=C[C:11]3[C:12](C=2)=[CH:13][CH:14]=[C:15]2[C:20]=3[O:19][C:18]([C:21]([NH:23][C:24]3[CH:29]=[CH:28][C:27]([N:30]4[CH2:35][CH2:34][O:33][CH2:32][CH2:31]4)=[CH:26][CH:25]=3)=[O:22])=[CH:17][C:16]2=[O:36])CC1.C1C=CC2N(O)N=NC=2C=1.CN([C:51]([O:55]N1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.[CH2:70]([N:72]([CH2:75]C)[CH2:73][CH3:74])[CH3:71].COC1C=C([N:85]2CCOCC2)C=CC=1N>CN(C)C1C=CN=CC=1.CN(C)C=O.C(OCC)(=O)C>[CH3:51][O:55][C:29]1[CH:28]=[C:27]([N:30]2[CH2:31][CH2:32][O:33][CH2:34][CH2:35]2)[CH:26]=[CH:25][C:24]=1[NH:23][C:21]([C:18]1[O:19][C:20]2[C:15]([C:16](=[O:36])[CH:17]=1)=[CH:14][CH:13]=[CH:12][C:11]=2[N:85]1[CH2:74][CH2:73][N:72]([CH3:75])[CH2:70][CH2:71]1)=[O:22]

Komponenten

9

Edukt 5

HCID 8471TriethylamineHCID 757711-HydroxybenzotriazoleHCID 4149602-Methoxy-4-morpholinoanilineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 69272428HCID 69272428, Verbindung

Produkt 1

HCID 23533346HCID 23533346, VerbindungAusbeute 54 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 142844-(Dimethylamino)pyridineKatalysatorHCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

8-(4-Methyl-piperazin-1-yl)-4-oxo-4H-chromene-2-carboxylic acid hydrochloride (Reference Example 1) (0.10 g, 0.35 mmol), HOBt (0.10 g, 0.7 mmol), TBTU (0.225 g, 0.7 mmol), 4-(dimethylamino) pyridine (0.01 g, catalytic amount), triethylamine (0.15 mL, 1.04 mmol), and commercially available 2-methoxy-4-morpholin-4-yl-phenylamine (SALOR) (0.08 g, 0.38 mmol) were dissolved in dimethylformamide (2.5 mL) and stirred at room temperature overnight. Ethyl acetate (150 mL) was added and the resulting mixture was washed with water (3×50 mL), dried (Na2SO4), filtered, concentrated under vacuum and triturated with ether to yield a yellow solid (85 mg, 54%). LCMS: m/z=480.3

Aufarbeitung

  1. washthe resulting mixture was washed with water (3×50 mL)
  2. dry with materialdried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated under vacuum
  5. customtriturated with ether

Quellen und Nachweise

ORD-Eintrag
ord-fed52a4751fd4369b95ba222b24bf0f1
Quelldatensatz
uspto-grants-2006_05
Patentnummer
US07045514B2

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