Trifluoroacetic acid → 2-(4-(3-(1H-benzo[d]imidazol-2-yl)-1H-indazol-5-yl)phenyl)-2-methylpropanenitrile

HRID 1047536Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1047536
C(O)(C(F)(F)F)=O.[NH:8]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[N:10]=[C:9]1[C:17]1[C:25]2[C:20](=[CH:21][CH:22]=[C:23]([C:26]3[CH:31]=[CH:30][C:29]([C:32]([CH3:36])([CH3:35])[C:33]#[N:34])=[CH:28][CH:27]=3)[CH:24]=2)[N:19](C2CCCCO2)[N:18]=1>C(Cl)Cl>[NH:10]1[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[N:8]=[C:9]1[C:17]1[C:25]2[C:20](=[CH:21][CH:22]=[C:23]([C:26]3[CH:31]=[CH:30][C:29]([C:32]([CH3:36])([CH3:35])[C:33]#[N:34])=[CH:28][CH:27]=3)[CH:24]=2)[NH:19][N:18]=1

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 1363522492-(4-(3-(1H-benzo[d]imidazol-2-yl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-yl)phenyl)-2-methylpropanenitrile

Produkt 1

HCID 1363522502-(4-(3-(1H-benzo[d]imidazol-2-yl)-1H-indazol-5-yl)phenyl)-2-methylpropanenitrileAusbeute 55 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

TFA (0.25 mL, 3.245 mmol) was added to a solution of 2-(4-(3-(1H-benzo[d]imidazol-2-yl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-yl)phenyl)-2-methylpropanenitrile (7 mg, 0.015 mmol) in CH2Cl2 (4 mL). The reaction mixture was stirred at room temperature for 24 h, and then the solvent was removed in vacuo. Purification by flash chromatography (6% CH3OH/CH2Cl2) afforded the title compound in a 55% yield. 1H NMR (400 MHz, CD3OD): δ 8.66 (bs, 1H), 7.87-7.80 (m, 6H), 7.66 (m, 2H), 7.56 (m, 2H), 1.78 (s, 6H); ESI-MS [M+H]+: 378.3.

Aufarbeitung

  1. customthe solvent was removed in vacuo
  2. customPurification by flash chromatography (6% CH3OH/CH2Cl2)

Quellen und Nachweise

ORD-Eintrag
ord-a40e549d1422445f829007ba6990fc49
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08569511B2

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