1-(3-Bromophenyl)piperazine → 1-[(2-Methoxy-6,7-dimethylquinoxalin-3-yl)aminocarbonyl]-4-(3-bromophenyl)piperazine

HRID 1907643Notes

Reaction equation

HRID 1907643 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.[Br: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[CH2:30][CH2:29][N:28]([C:24]3[CH:25]=[CH:26][CH:27]=[C:22]([Br:21])[CH:23]=3)[CH2:33][CH2:32]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 27571541-(3-Bromophenyl)piperazineHCID 69244399Ethyl N-(2-methoxy-6,7-dimethylquinoxalin-3-yl)carbamate

Product 1

HCID 692448481-[(2-Methoxy-6,7-dimethylquinoxalin-3-yl)aminocarbonyl]-4-(3-bromophenyl)piperazineYield 69%

Procedure

Ethyl N-(2-methoxy-6,7-dimethylquinoxalin-3-yl)carbamate and 1-(3-bromophenyl)piperazine were reacted by the same way with the example 183 to obtain the titled compound (yield, 69%). 1H NMR (300 MHz, CDCl3) δ 2.33 (s, 3H), 2.40 (s, 3H), 3.22-3.31 (m, 4H), 3.73-3.76 (m, 3H), 4.13 (s, 4H), 6.85 (m, 1H), 7.00-7.20 (m, 3H), 7.40 (br s, 1H), 7.53 (s, 1H), 7.59 (s, 1H).

Sources & evidence

ORD record
ord-883adebe7e824870bbcebd3e1fd7f3b1
Source dataset
uspto-grants-2013_12
Patent number
US08598173B2

Reaction notes

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