Trifluoroacetic acid → HCID 68309832, Verbindung

HRID 2171642Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2171642
[Si]([O:8][CH2:9][C:10]1[CH:11]=[C:12]([CH:16]([C:18]2[CH:19]=[N:20][C:21]([N:24]3[CH2:29][CH2:28][O:27][CH2:26][CH2:25]3)=[N:22][CH:23]=2)O)[CH:13]=[CH:14][CH:15]=1)(C(C)(C)C)(C)C.C([SiH](CC)CC)C.C(O)(C(F)(F)F)=O>>[N:24]1([C:21]2[N:20]=[CH:19][C:18]([CH2:16][C:12]3[CH:11]=[C:10]([CH2:9][OH:8])[CH:15]=[CH:14][CH:13]=3)=[CH:23][N:22]=2)[CH2:29][CH2:28][O:27][CH2:26][CH2:25]1

Komponenten

4

Edukt 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 86686212[3-({[tert-Butyl(dimethyl)silyl]oxy}methyl)phenyl][2-(morpholin-4-yl)pyrimidin-5-yl]methanol

Produkt 1

HCID 68309832HCID 68309832, VerbindungAusbeute 14,2 %

Versuchsvorschrift

[3-({[tert-Butyl(dimethyl)silyl]oxy}methyl)phenyl][2-(morpholin-4-yl)pyrimidin-5-yl]methanol (400 mg), triethylsilane (364 mg), and TFA (4 ml) were mixed, followed by stirring at room temperature overnight. The reaction mixture was concentrated under reduced pressure, and EtOAc and water were added to the obtained residue. The organic layer was dried over MgSO4 and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain (3-{[2-(morpholin-4-yl)pyrimidin-5-yl]methyl}phenyl)methanol (39 mg).

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated under reduced pressure, and EtOAc and water
  2. additionwere added to the obtained residue
  3. dry with materialThe organic layer was dried over MgSO4
  4. concentrationconcentrated under reduced pressure
  5. customThe obtained residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-bcd2a0636a6d4f6b87be22259e8fd715
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09051283B2

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