Trifluoroacetic acid → HCID 136232547, Verbindung

HRID 1047547Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1047547
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]([NH:26][C:27]([NH:29][CH:30]3[CH2:32][CH2:31]3)=[O:28])[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]([NH:26][C:27]([NH:29][CH:30]3[CH2:31][CH2:32]3)=[O:28])[CH:24]=2)[NH:19][N:18]=1

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 136352256HCID 136352256, Verbindung

Produkt 1

HCID 136232547HCID 136232547, VerbindungAusbeute 75,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

TFA (0.5 mL, 7.20 mmol) was added to a solution of 1-(3-(1H-benzo[d]imidazol-2-yl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-yl)-3-cyclopropylurea (10 mg, 0.024 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 (6 mg) as an off-white solid. 1H NMR (400 MHz, CD3OD): δ 8.53 (s, 1H), 7.69-7.67 (m, 2H), 7.59 (d, 1H, J=8.8 Hz), 7.27 (m, 3H), 3.91 (t, 2H, J=5.6 Hz), 3.62 (m, 1H), 2.64 (t, 2H, J=6.0 Hz); ESI-MS [M+H]+: 333.1.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-ba98370006ab43eb9e02b85f39f10af6
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08569511B2

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