5-Bromo-2-methylindole → 5-Bromo-1-(4-methoxymethyloxyphenyl)-2-methyl-1H-indole

HRID 1297267Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1297267
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([CH3:11])=[CH:5]2.[CH3:12][O:13][CH2:14][O:15][C:16]1[CH:21]=[CH:20][C:19](I)=[CH:18][CH:17]=1>>[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([C:19]1[CH:20]=[CH:21][C:16]([O:15][CH2:14][O:13][CH3:12])=[CH:17][CH:18]=1)[C:6]([CH3:11])=[CH:5]2

Komponenten

3

Edukt 2

HCID 50039685-Bromo-2-methylindoleHCID 110327301-Iodo-4-(methoxymethoxy)benzene

Produkt 1

HCID 693000525-Bromo-1-(4-methoxymethyloxyphenyl)-2-methyl-1H-indoleAusbeute 8,4 %

Versuchsvorschrift

5-Bromo-2-methylindole (5.59 g, 23.8 mmol) and 4-methoxymethyloxy iodobenzene (7.47 g, 23.8 mmol), were reacted according to the procedure used in Example 1a above to afford a colorless liquid (8.4%): 1H NMR (DMSO-d6): δ 2.23 (3H, s), 3.43 (2H, s), 5.26 (2H, s), 6.39 (1H, s), 6.94 (1H, d, J=8.7 Hz), 7.01 (1H, dd, J=2.2 Hz, J=8.6 Hz), 7.20 (2H, d, J=8.6 Hz), 7.34 (2H, d, J=8.6 Hz), 7.53 (1H, d, J=2.2 Hz); MS m/z (M+H)+ 346/348 (1 Br). Anal. for C17H16BrN02: Calc'd: C, 58.98; H, 4.66; N, 4.05. Found: C, 58.72; H, 4.53; N, 4.17.

Quellen und Nachweise

ORD-Eintrag
ord-7f41ce9d2abb4340a1de10d1be6294a6
Quelldatensatz
uspto-grants-2007_07
Patentnummer
US07250440B2

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