2-Fluoro-3-iodo-4-methoxybenzaldehyde → 2-Fluoro-4-methoxy-3-(1-ethyl-4,4,6-trimethyl-2-oxo-1,2,3,4-tetrahydro-quinolin-7-yl)-benzaldehyde

HRID 2212592

Reaktionsgleichung

Reaktionsgleichung von HRID 2212592
Br[C:2]1[CH:11]=[C:10]2[C:5]([C:6]([CH3:16])([CH3:15])[CH2:7][C:8](=[O:14])[N:9]2[CH2:12][CH3:13])=[CH:4][C:3]=1[CH3:17].[F:18][C:19]1[C:26](I)=[C:25]([O:28][CH3:29])[CH:24]=[CH:23][C:20]=1[CH:21]=[O:22]>>[F:18][C:19]1[C:26]([C:2]2[CH:11]=[C:10]3[C:5]([C:6]([CH3:16])([CH3:15])[CH2:7][C:8](=[O:14])[N:9]3[CH2:12][CH3:13])=[CH:4][C:3]=2[CH3:17])=[C:25]([O:28][CH3:29])[CH:24]=[CH:23][C:20]=1[CH:21]=[O:22]

Komponenten

3

Edukt 2

HCID 219664772-Fluoro-3-iodo-4-methoxybenzaldehydeHCID 219664867-Bromo-1-ethyl-4,4,6-trimethyl-3,4-dihydro-1H-quinolin-2-one

Produkt 1

HCID 219664322-Fluoro-4-methoxy-3-(1-ethyl-4,4,6-trimethyl-2-oxo-1,2,3,4-tetrahydro-quinolin-7-yl)-benzaldehydeAusbeute 59 %

Versuchsvorschrift

The intermediate 2-Fluoro-4-methoxy-3-(1-ethyl-4,4,6-trimethyl-2-oxo-1,2,3,4-tetrahydro-quinolin-7-yl)-benzaldehyde was prepared in a similar manner to example 7a using 7-bromo-1-ethyl-4,4,6-trimethyl-3,4-dihydro-1H-quinoline-2-one (example 2b) and 2-Fluoro-3-iodo-4-methoxy benzaldehyde (example 7b). 59% yield. 1H NMR (300 MHz; CDCl3): 1.21 (t, J=6.9 Hz, 3 H), 1.31 (s, 3 H), 1.34 (s, 3 H), 1.60 (s, 2 H), 2.10 (s, 3 H), 2.52 (s, 2 H), 3.88 (s, 3 H), 4.02 (q, J=7.2 Hz, 1 H), 6.82 (s, 1 H), 6.93 (d, J=9.0 Hz, 1 H), 7.22 (s, 1 H), 7.95 (t, J=8.1 Hz, 1 H), 10.26 (s, 1 H).

Quellen und Nachweise

ORD-Eintrag
ord-1f85de4f254c4a67a2988a33f3c71509
Quelldatensatz
uspto-grants-2006_09
Patentnummer
US07102000B2

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