Reaktionsgleichung
Cl.[CH2:2]([O:4][C:5]([CH2:7][N:8]1[CH2:13][C:12]2[CH:14]=[C:15](/[CH:18]=[CH:19]/[C:20]([OH:22])=O)[CH:16]=[N:17][C:11]=2[NH:10][C:9]1=[O:23])=[O:6])[CH3:3].Cl.CN1CC2C=C(/C=C/C(O)=O)C=NC=2NC(=O)C1.[CH3:43][NH:44][CH2:45][C:46]1[S:50][C:49]2[CH:51]=[CH:52][CH:53]=[CH:54][C:48]=2[C:47]=1[CH3:55].CNCC1C=CC2C(=CC=CC=2)C=1CCC>>[CH2:2]([O:4][C:5](=[O:6])[CH2:7][N:8]1[CH2:13][C:12]2[CH:14]=[C:15](/[CH:18]=[CH:19]/[C:20](=[O:22])[N:44]([CH3:43])[CH2:45][C:46]3[S:50][C:49]4[CH:51]=[CH:52][CH:53]=[CH:54][C:48]=4[C:47]=3[CH3:55])[CH:16]=[N:17][C:11]=2[NH:10][C:9]1=[O:23])[CH3:3]Komponenten
Edukt 4
Produkt 1
Versuchsvorschrift
According to the procedure of Example 1 (a), except substituting (E)-3-(3-ethoxycarbonylmethyl-2-oxo-1,2,3,4-tetrahydro-pyrido[2,3-d]pyrimidin-6-yl)acrylic acid hydrochloride for the (E)-3-(4-methyl-2-oxo-2,3,4,5-tetrahydro-1H-pyrido[2,3-e][1,4]diazepin-7-yl)acrylic acid hydrochloride, and substituting methyl-(3-methyl-benzo[b]thiophen-2-ylmethyl)amine for the methyl-(1-propyl-naphthalen-2-ylmethyl)amine, the title compound (380 mg, 59%) was prepared as a tan solid and as a mixture of amide rotomers: 1H NMR (300 MHz, DMSO-d6) δ 10.15 (s, 1H), 8.40 (s, 1H), 8.01 (s, 1H), 7.87 (d, J=7.5 Hz, 1H), 7.43 (d, J=7.8 Hz, 1H), 7.64 (d, J=15.3 Hz, 1H), 7.42-7.16 (m, 3H), 5.11-4.88 (m, 2H), 4.53 (s, 2H), 4.18-4.11 (m, 4H), 3.14-2.93 (m, 3H), 2.42 (s, 3H), 1.21 (t, J=6.9 Hz, 3H); MS (ESI) m/e 479 (M+H)+.
Quellen und Nachweise
- ORD-Eintrag
- ord-001e934270064b229999a4fadc2c42de
- Quelldatensatz
- uspto-grants-2011_02
- Patentnummer
- US07879872B2
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