Triethylamine → HCID 68543674, Verbindung

HRID 2242176Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2242176
[C:1]([CH2:4][N:5]1[C:9]([C:10]2[CH:15]=[C:14]([CH3:16])[CH:13]=[CH:12][C:11]=2O)=[C:8]([C:18]([OH:20])=[O:19])[CH:7]=[N:6]1)([OH:3])=O.CCN=C=N[CH2:26][CH2:27][CH2:28][N:29]([CH3:31])C.[CH2:32]([N:34](CC)CC)C.CN(C(ON1N=N[C:49]2[CH:50]=[CH:51]C=N[C:48]1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>CN(C=O)C.O>[CH:27]1([CH2:28][NH:29][CH2:31][CH2:32][NH:34][C:1](=[O:3])[CH2:4][N:5]2[C:9]3[C:10]4[CH:15]=[C:14]([CH3:16])[CH:13]=[CH:12][C:11]=4[O:20][C:18](=[O:19])[C:8]=3[CH:7]=[N:6]2)[CH2:26][CH2:51][CH2:50][CH2:49][CH2:48]1

Komponenten

7

Edukt 4

HCID 8471Triethylamine2×HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 136338384HCID 136338384, Verbindung

Produkt 1

HCID 68543674HCID 68543674, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Compound h was dissolved in DMF (2 mL) and to the solution was added EDCI and Triethylamine to the reaction mixture. The resultant solution was stirred for 6 h at rt. To the reaction mixture was then added HATU and triethyl amine and the reaction mixture was stirred further for another hour. After completion of the reaction, the reaction solution was diluted with water and extracted with ethyl acetate. The organic solution was dried over Na2SO4 and concentrated to provide the product i. The crude product was purified by Preparative TLC using 10% TEA in ethyl acetate as mobile phase: LC MS (Method B): 397 (M+l); 1H NMR (400 MHz, CDCl3/TMS):δ 8.24 (s, 1H), 7.60 (s, 1H), 7.37 (s, 2H), 6.47 (bs, 1H), 5.28 (s, 2H), 3.21 (q, J=5.5 Hz, 2H), 2.46 (s, 3H), 2.33 (t, J=5.1 Hz, 2H), 2.06-1.98 (m, 1H), 2.00 (s, 3H), 1.69-1.66 (m, 2H), 1.58-1.49 (m, 2H), 1.10-0.89 (m, 6H).

Aufarbeitung

  1. customAfter completion of the reaction
  2. extractionextracted with ethyl acetate
  3. dry with materialThe organic solution was dried over Na2SO4
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-d2556332a23a464ea9e91bbf4ee02463
Quelldatensatz
uspto-grants-2010_03
Patentnummer
US07671069B2

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