6-Bromo-1-methylquinolin-2(1H)-one → 3-(2-Methyl-4-(1-methyl-2-oxo-1,2-dihydroquinolin-6-yl)but-3-yn-2-yl)-6-(2-methylallyl)-6-phenyl-1,3-oxazinan-2-one

HRID 1422648Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1422648
O[C:2]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)([CH2:15][C:16]([CH3:18])=[CH2:17])[CH2:3][CH2:4][N:5]([C:10]([CH3:14])([C:12]#[CH:13])[CH3:11])[C:6](=[O:9])[O:7]C.Br[C:26]1[CH:27]=[C:28]2[C:33](=[CH:34][CH:35]=1)[N:32]([CH3:36])[C:31](=[O:37])[CH:30]=[CH:29]2>>[CH3:14][C:10]([N:5]1[CH2:4][CH2:3][C:2]([CH2:15][C:16]([CH3:18])=[CH2:17])([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[O:7][C:6]1=[O:9])([C:12]#[C:13][C:26]1[CH:27]=[C:28]2[C:33](=[CH:34][CH:35]=1)[N:32]([CH3:36])[C:31](=[O:37])[CH:30]=[CH:29]2)[CH3:11]

Komponenten

3

Edukt 2

HCID 218161626-Bromo-1-methylquinolin-2(1H)-oneHCID 86669141Methyl 3-hydroxy-5-methyl-3-phenylhex-5-enyl(2-methylbut-3-yn-2-yl)carbamate

Produkt 1

HCID 509057363-(2-Methyl-4-(1-methyl-2-oxo-1,2-dihydroquinolin-6-yl)but-3-yn-2-yl)-6-(2-methylallyl)-6-phenyl-1,3-oxazinan-2-one

Versuchsvorschrift

The title compound was prepared from methyl 3-hydroxy-5-methyl-3-phenylhex-5-enyl(2-methylbut-3-yn-2-yl)carbamate and 6-bromo-1-methylquinolin-2(1H)-one following procedures analogous to those described in Example 1 Steps 3 and 4. LC-MS Method 1 tR=1.92 min, m/z=455; 1H NMR (CDCl3) 1.64 (s, 3H), 1.69 (s, 3H), 1.82 (s, 6H), 2.26 (m, 1H), 2.40 (m, 1H), 2.61 (AB quartet, 2H), 3.08 (m, 1H), 3.64 (m, 1H), 3.71 (s, 3H), 4.64 (s, 1H), 4.83 (s, 1H), 6.77 (d, 1H), 7.25-7.65 (9H).

Quellen und Nachweise

ORD-Eintrag
ord-2a23f0d305ec442d84f7d67968bd71ec
Quelldatensatz
uspto-grants-2015_01
Patentnummer
US08927539B2

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