2-(Thiophen-3-yl)acetamide → (+/-)-Trans-3-(5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl)-4-(thiophen-3-yl) pyrrolidine-2,5-dione
Reaktionsgleichung
Cl[C:2]1[CH:7]=[C:6](F)[CH:5]=[CH:4][C:3]=1[CH2:9][C:10]([NH2:12])=O.[S:13]1[CH:17]=[CH:16][C:15]([CH2:18][C:19]([NH2:21])=[O:20])=[CH:14]1>>[C:9]1([C@H:18]2[C@H:18]([C:15]3[CH:16]=[CH:17][S:13][CH:14]=3)[C:19](=[O:20])[NH:21][C:19]2=[O:20])[C:3]2=[C:4]3[C:5](=[CH:6][CH:7]=[CH:2]2)[CH2:16][CH2:15][CH2:14][N:12]3[CH:10]=1Komponenten
3
Versuchsvorschrift
(±)-Trans-3-(5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1yl)-4-(thiophen-3-yl)pyrrolidine-2,5-dione was prepared according to Example 40 replacing 2-chloro-4-fluorophenylacetamide with thiophen-3-ylacetamide. Yield 50.3 mg, 15.0%. 1H NMR (DMSO-d6) 400 MHz δ: 11.50 (s, 1H), 7.52 (m, 1H), 7.49 (m, 1H), 7.35 (s, 1H), 7.21 (dd, 1H, J=4.0 1.2 Hz), 7.16 (d, 1H, 7.6 Hz), 6.89 (d, 1H, J=4.4 Hz), 6.85 (t, 1H, J=6.8 Hz), 4.56 (d, 1H, J=7.2 Hz), 4.41 (d, 1H, J=7.2 Hz), 4.10 (t, 2H, J=6.0 Hz), 2.90 (t, 2H, J=6.0 Hz), 2.10 (m, 2H).
Quellen und Nachweise
- ORD-Eintrag
- ord-e941f4e3c4164391be16a225f28f504b
- Quelldatensatz
- uspto-grants-2016_09
- Patentnummer
- US09447088B2
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