4-Methylbenzimidazole → 2-(4-Methyl-1H-benzimidazol-1-yl)-N-[3-(trifluoromethyl)phenyl]acetamide

HRID 1991217

Reaktionsgleichung

Reaktionsgleichung von HRID 1991217
[CH3:1][C:2]1[C:10]2[N:9]=[CH:8][NH:7][C:6]=2[CH:5]=[CH:4][CH:3]=1.Br[CH2:12][C:13]([NH:15][C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:25])([F:24])[F:23])[CH:17]=1)=[O:14]>>[CH3:1][C:2]1[C:10]2[N:9]=[CH:8][N:7]([CH2:12][C:13]([NH:15][C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:23])([F:24])[F:25])[CH:17]=3)=[O:14])[C:6]=2[CH:5]=[CH:4][CH:3]=1

Komponenten

3

Edukt 2

HCID 15193414-MethylbenzimidazoleHCID 23171522-bromo-N-[3-(trifluoromethyl)phenyl]acetamide

Produkt 1

HCID 684890722-(4-Methyl-1H-benzimidazol-1-yl)-N-[3-(trifluoromethyl)phenyl]acetamideAusbeute 39 %

Versuchsvorschrift

The title compound was synthesized in 39% yield (65 mg) according to a procedure described in Example 92, using 4-methyl-1H-benzoimidazole (66 mg, 0.5 mmol) and 2-bromo-N-(3-trifluoromethyl-phenyl)-acetamide (Example 92, part A) (141 mg, 0.5 mmol). Calculated for C17H14F3N3O m/z: 333.11, found 334.07 [M+H]+. 1H NMR (400 MHz, DMSO-d6) δ ppm 2.54 (s, 3H), 5.18 (s, 2H), 7.01 (d, J=7.6 Hz, 1H), 7.12 (m, 1H), 7.33 (d, J=8.1 Hz, 1H), 7.42 (d, J=7.6 Hz, 1H), 7.57 (t, J=8.1 Hz, 1H), 7.77 (d, J=8.1 Hz, 1H), 8.06 (s, 1H), 8.18 (s, 1H), 10.77 (s, 1H).

Quellen und Nachweise

ORD-Eintrag
ord-9595287128ed476985f8b6298aae73b2
Quelldatensatz
uspto-grants-2010_01
Patentnummer
US07645784B2

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