Propanal → Methyl 2-fluoro-5-{[4-(phenylethynyl)benzyl](propyl)-amino}benzoate
Reaktionsgleichung
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([F:12])=[C:6]([CH:11]=1)[C:7]([O:9][CH3:10])=[O:8].[C:13]1([C:19]#[C:20][C:21]2[CH:28]=[CH:27][C:24]([CH:25]=O)=[CH:23][CH:22]=2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[CH:29](=O)[CH2:30][CH3:31]>>[F:12][C:5]1[CH:4]=[CH:3][C:2]([N:1]([CH2:25][C:24]2[CH:27]=[CH:28][C:21]([C:20]#[C:19][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[CH:22][CH:23]=2)[CH2:29][CH2:30][CH3:31])=[CH:11][C:6]=1[C:7]([O:9][CH3:10])=[O:8]Komponenten
4
Versuchsvorschrift
The title compound was prepared following the procedure described in Example 44 step a) using methyl 5-amino-2-fluorobenzoate (500 mg, 2.96 mmol), 4-(phenylethynyl)benzaldehyde (610 mg, 2.96 mmol) and propanal (Aldrich, 540 μL, 7.39 mmol). The title compound was obtained as a sticky colorless oil (628 mg, 53%). HPLC, Rt: 5.4 min (purity: 99.1%). LC/MS, M+(ESI): 402.2. 1H NMR (CDCl3) δ: 7.51-7.44 (m, 4H), 7.32 (m, 3H), 7.17 (m, 3H), 6.92 (dd, J=9.8, 9.6 Hz, 1H), 6.74 (m, 1H), 4.50 (s, 2H), 3.88 (s, 3H), 3.33 (t, J=7.3 Hz, 2H), 1.65 (m, 2H), 0.92 (t, J=7.5 Hz, 3H).
Aufarbeitung
- customThe title compound was prepared
Quellen und Nachweise
- ORD-Eintrag
- ord-45dd2340401747dc8b635b8ed831f3f9
- Quelldatensatz
- uspto-grants-2011_05
- Patentnummer
- US07947851B2
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