Trifluoroacetic acid → HCID 67200202, Verbindung

HRID 509974Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 509974
C(OC(=O)[N:7]([C:18]1[N:23]=[CH:22][C:21]([CH:24]([C:26]2[C:34]3[C:29](=[N:30][CH:31]=[C:32]([O:35][CH3:36])[CH:33]=3)[N:28]([S:37]([C:40]3[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=3)(=[O:39])=[O:38])[CH:27]=2)O)=[CH:20][N:19]=1)[CH2:8][C:9]1[C:10]([O:16][CH3:17])=[N:11][CH:12]=[C:13]([F:15])[CH:14]=1)(C)(C)C.C([SiH](CC)CC)C.FC(F)(F)C(O)=O.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[C:40]1([S:37]([N:28]2[C:29]3=[N:30][CH:31]=[C:32]([O:35][CH3:36])[CH:33]=[C:34]3[C:26]([CH2:24][C:21]3[CH:22]=[N:23][C:18]([NH:7][CH2:8][C:9]4[C:10]([O:16][CH3:17])=[N:11][CH:12]=[C:13]([F:15])[CH:14]=4)=[N:19][CH:20]=3)=[CH:27]2)(=[O:39])=[O:38])[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=1

Komponenten

6

Edukt 4

HCID 6422Trifluoroacetic acidHCID 11430Potassium CarbonateHCID 12052TriethylsilaneHCID 67201062HCID 67201062, Verbindung

Produkt 1

HCID 67200202HCID 67200202, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To {5-[(1-benzenesulfonyl-5-methoxy-1H-pyrrolo[2,3-b]pyridin-3-yl)-hydroxy-methyl]-pyrimidin-2-yl}-(5-fluoro-2-methoxy-pyridin-3-ylmethyl)-carbamic acid tert-butyl ester (124, 1 equivalent) in 10.0 mL of acetonitrile, triethylsilane (15.6 equivalents) and trifluoroacetic acid (16.9 equivalents) are added. The reaction is heated at 80° C. for 2 hours, then poured into aqueous potassium carbonate and extracted with ethyl acetate. The organic layer is dried over sodium sulfate, filtered and the filtrate concentrated under vacuum to provide the desired compound, which is used in the next step without further purification.

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic layer is dried over sodium sulfate
  3. filtrationfiltered
  4. concentrationthe filtrate concentrated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-8581bd83d614468f8d989709420824f9
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09096593B2

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