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Trifluoroacetic acid → 1-{2-Chloro-4-[6-(4-hydroxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yloxy]-phenyl}-3-cyclopropylurea

HRID 1010327
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1010327
FC(F)(F)C(O)=O.C1(SC)C=CC=CC=1.C([O:23][C:24]1[CH:29]=[CH:28][C:27]([C:30]2[NH:53][C:33]3[N:34]=[CH:35][N:36]=[C:37]([O:38][C:39]4[CH:44]=[CH:43][C:42]([NH:45][C:46]([NH:48][CH:49]5[CH2:51][CH2:50]5)=[O:47])=[C:41]([Cl:52])[CH:40]=4)[C:32]=3[CH:31]=2)=[CH:26][CH:25]=1)C1C=CC=CC=1>>[Cl:52][C:41]1[CH:40]=[C:39]([O:38][C:37]2[C:32]3[CH:31]=[C:30]([C:27]4[CH:26]=[CH:25][C:24]([OH:23])=[CH:29][CH:28]=4)[NH:53][C:33]=3[N:34]=[CH:35][N:36]=2)[CH:44]=[CH:43][C:42]=1[NH:45][C:46]([NH:48][CH:49]1[CH2:50][CH2:51]1)=[O:47]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 3

HCID 6422Trifluoroacetic acidHCID 7520ThioanisoleHCID 589310291-{4-[6-(4-Benzyloxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yloxy]-2-chlorophenyl}-3-cyclopropylurea

Produkt 1

HCID 589313921-{2-Chloro-4-[6-(4-hydroxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yloxy]-phenyl}-3-cyclopropylureaAusbeute 75,4 %

Reaktionsbedingungen

Temperatur
45 °C

Versuchsvorschrift

After adding 2 ml of trifluoroacetic acid and 0.1 ml of thioanisole to 24 mg of 1-{4-[6-(4-benzyloxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yloxy]-2-chlorophenyl}-3-cyclopropylurea, the mixture was stirred at 45° C. for 30 minutes. The reaction mixture was concentrated under reduced pressure, saturated sodium bicarnobate water was added to alkalinity, and then liquid separation and extraction were performed with ethyl acetate and tetrahydrofuran. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, concentrated and dried under reduced pressure to obtain 15 mg of the title compound.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated under reduced pressure, saturated sodium bicarnobate water
  2. additionwas added to alkalinity
  3. customliquid separation and extraction
  4. washThe organic layer was washed with saturated brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated
  7. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-c72f9b7ab731434084e51c63eb0c83e1
Quelldatensatz
uspto-grants-2011_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07973160B2

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