Water → HCID 67050039, Verbindung

HRID 2063321Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2063321
CN(C(ON1N=N[C:11]2[CH:12]=[CH:13][CH:14]=[N:15][C:10]1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[NH2:25][C:26]1[C:30]([NH:31][C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])=[CH:29][S:28][CH:27]=1.CN1C[CH2:44][O:43][CH2:42]C1.[OH2:46].CN([CH:50]=[O:51])C>C(OCC)(=O)C>[C:35]([O:34][C:32]([NH:31][C:30]1[C:26]([NH:25][C:50]([C:10]2[CH:11]=[CH:12][C:13]([C:42]([O:43][CH3:44])=[O:46])=[CH:14][N:15]=2)=[O:51])=[CH:27][S:28][CH:29]=1)=[O:33])([CH3:38])([CH3:37])[CH3:36]

Komponenten

7

Edukt 5

HCID 962WaterHCID 6228DimethylformamideHCID 79724-MethylmorpholineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 110637973-Amino-4-t-butoxycarbonylaminothiophene

Produkt 1

HCID 67050039HCID 67050039, VerbindungAusbeute 67 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

HATU (1.3 g, 3.5 mmol) was added to a solution of 3-amino-4-t-butoxycarbonylaminothiophene (Reference Compound No. 1-1, 0.68 g, 3.2 mmol), 5-methexycarbonylpyridine-2-carboxylic acid (0.64 g, 3.5 mmol), and N-methylmorpholine (0.70 mL, 6.4 mmol) in DMF (20 mL), and then the reaction mixture was stirred at room temperature overnight. Water (0.30 L) and ethyl acetate (0.40 L) were added thereto, and the insoluble materials were filtered off to give 0.50 g of the title reference compound as a pale yellow solid. The filtrate was partitioned and the organic layer was dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and then the obtained solid was collected by filtration with ethylacetate (30 mL) to give 0.30 g of the title reference compound as a pale brown solid. (Yield 67%)

Aufarbeitung

  1. filtrationthe insoluble materials were filtered off
  2. customto give 0.50 g of the title reference compound as a pale yellow solid
  3. customThe filtrate was partitioned
  4. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  5. customThe solvent was evaporated under reduced pressure
  6. filtrationthe obtained solid was collected by filtration with ethylacetate (30 mL)
  7. customto give 0.30 g of the title reference compound as a pale brown solid

Quellen und Nachweise

ORD-Eintrag
ord-0bf37e2b520e4fb484146e4d02b9c588
Quelldatensatz
uspto-grants-2012_10
Patentnummer
US08288380B2

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