2-Bromopyrazine → 1-(1,3-Dimethyl-1H-pyrazol-4-yl)-3-methyl-8-pyrazin-2-yl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one

HRID 445677

Reaktionsgleichung

Reaktionsgleichung von HRID 445677
[CH3:1][N:2]1[CH:6]=[C:5]([N:7]2[C:19]3[C:18]4[CH:17]=[C:16](B5OC(C)(C)C(C)(C)O5)[CH:15]=[CH:14][C:13]=4[N:12]=[CH:11][C:10]=3[N:9]([CH3:29])[C:8]2=[O:30])[C:4]([CH3:31])=[N:3]1.Br[C:33]1[CH:38]=[N:37][CH:36]=[CH:35][N:34]=1>>[CH3:1][N:2]1[CH:6]=[C:5]([N:7]2[C:19]3[C:18]4[CH:17]=[C:16]([C:33]5[CH:38]=[N:37][CH:36]=[CH:35][N:34]=5)[CH:15]=[CH:14][C:13]=4[N:12]=[CH:11][C:10]=3[N:9]([CH3:29])[C:8]2=[O:30])[C:4]([CH3:31])=[N:3]1

Komponenten

3

Edukt 2

HCID 6428002-BromopyrazineHCID 596196231-(1,3-dimethyl-1H-pyrazol-4-yl)-3-methyl-8-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one

Produkt 1

HCID 596196771-(1,3-Dimethyl-1H-pyrazol-4-yl)-3-methyl-8-pyrazin-2-yl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one

Versuchsvorschrift

The title compound was synthesized in a similar manner as described in Example 112 using 1-(1,3-dimethyl-1H-pyrazol-4-yl)-3-methyl-8-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one (Stage 114.1.1, 33.5 mg, 0.080 mmol) and 2-bromopyrazine (Synchem, Huddersfield, UK, 17.2 mg, 0.108 mmol) to give the title compound as a white solid. (HPLC: tR 2.34 min (Method A); M+H=372 MS-ES; 1H-NMR (d6-DMSO, 400 MHz) 9.01 (s, 1H), 8.98 (s, 1H), 8.72-8.70 (m, 1H), 8.62-8.60 (m, 1H), 8.32-8.28 (m, 1H), 8.16-8.13 (m, 3H), 3.94 (s, 3H), 3.59 (s, 3H), 1.95 (s, 3H))

Aufarbeitung

  1. customThe title compound was synthesized in a similar manner

Quellen und Nachweise

ORD-Eintrag
ord-8b521136f20c4db8bfc195dad27858c8
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08476294B2

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