Cesium carbonate → 3-{6-[2-(Diisopropylamino)ethoxy]pyrimidin-4-yl}-2-hydroxy-1H-indole-6-carbonitrile hydrochloride
Reaktionsgleichung
[Cl:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]([O:8][CH2:9][CH2:10][N:11]([CH:15]([CH3:17])[CH3:16])[CH:12]([CH3:14])[CH3:13])[CH:3]=1.[O:18]=[C:19]1[CH2:27][C:26]2[C:21](=[CH:22][C:23]([C:28]#[N:29])=[CH:24][CH:25]=2)[NH:20]1.C(=O)([O-])[O-].[Cs+].[Cs+]>>[ClH:1].[CH:12]([N:11]([CH:15]([CH3:17])[CH3:16])[CH2:10][CH2:9][O:8][C:4]1[N:5]=[CH:6][N:7]=[C:2]([C:27]2[C:26]3[C:21](=[CH:22][C:23]([C:28]#[N:29])=[CH:24][CH:25]=3)[NH:20][C:19]=2[OH:18])[CH:3]=1)([CH3:14])[CH3:13]Komponenten
4
Versuchsvorschrift
The title compound was prepared as described for Example 120 using N-{2-[(6-chloropyrimidin-4-yl)oxy]ethyl}-N-isopropylpropan-2-amine (0.10 g, 0.39 mmol), 2-oxoindoline-6-carbonitrile (0.074 g, 0.47 mmol) and cesium carbonate (0.50 g, 1.54 mmol). Yield 0.026 g, 15%: 1H NMR (CD3OD, 400 MHz) δ 8.59 (s, 1H), 7.81 (d, J=8 Hz, 1H), 7.55 (d, J=1 Hz, 1H), 7.45 (dd, J=8, 1 Hz, 1H), 6.64 (s, 1H), 4.40 (t, J=6 Hz, 1H), 3.87 (m, 1H), 3.58 (t, J=6 Hz, 1H), 1.44 (m, 3H); MS (ESP) m/z 380 (M++1).
Quellen und Nachweise
- ORD-Eintrag
- ord-7c0eb2d21cb1461c9cb912e63c4dfd03
- Quelldatensatz
- uspto-grants-2010_03
- Patentnummer
- US07683067B2
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