1-(m-Tolyl)piperazine → 1-[(2-Methoxy-6,7-dimethylquinoxalin-3-yl)aminocarbonyl]-4-(3-methylphenyl)piperazine

HRID 1907640Notes

Reaction equation

HRID 1907640 reaction equation
[CH3:1][O:2][C:3]1[C:12]([NH:13][C:14](=[O:18])OCC)=[N:11][C:10]2[C:5](=[CH:6][C:7]([CH3:20])=[C:8]([CH3:19])[CH:9]=2)[N:4]=1.[CH3:21][C:22]1[CH:23]=[C:24]([N:28]2[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)[CH:25]=[CH:26][CH:27]=1>>[CH3:1][O:2][C:3]1[C:12]([NH:13][C:14]([N:31]2[CH2:32][CH2:33][N:28]([C:24]3[CH:25]=[CH:26][CH:27]=[C:22]([CH3:21])[CH:23]=3)[CH2:29][CH2:30]2)=[O:18])=[N:11][C:10]2[C:5](=[CH:6][C:7]([CH3:20])=[C:8]([CH3:19])[CH:9]=2)[N:4]=1

Participants

3

Reactant 2

HCID 831111-(m-Tolyl)piperazineHCID 69244399Ethyl N-(2-methoxy-6,7-dimethylquinoxalin-3-yl)carbamate

Product 1

HCID 692448591-[(2-Methoxy-6,7-dimethylquinoxalin-3-yl)aminocarbonyl]-4-(3-methylphenyl)piperazineYield 49%

Procedure

Ethyl N-(2-methoxy-6,7-dimethylquinoxalin-3-yl)carbamate and 1-(3-methylphenyl)piperazine were reacted by the same way with the example 183 to obtain the titled compound (yield, 49%). 1H NMR (300 MHz, CDCl3) δ 2.33 (s, 6H), 2.40 (s, 3H), 3.21-3.31 (m, 4H), 3.74-4.11 (m, 3H), 4.13 (s, 4H), 6.71-6.78 (m, 3H), 7.16-7.20 (m, 1H), 7.36 (br s, 1H), 7.52 (s, 1H), 7.60 (s, 1H).

Sources & evidence

ORD record
ord-50da3b4cdecc41e895f14f808f3b6610
Source dataset
uspto-grants-2013_12
Patent number
US08598173B2

Reaction notes

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