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

HRID 1878286Notes

Reaction equation

HRID 1878286 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[Cl:12])[N:8]=[C:7]([O:13][CH3:14])[C:6]([NH:15][C:16](=[O:20])OCC)=[N:5]2.[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>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[Cl:12])[N:8]=[C:7]([O:13][CH3:14])[C:6]([NH:15][C:16]([N:31]1[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]1)=[O:20])=[N:5]2

Participants

3

Reactant 2

HCID 831111-(m-Tolyl)piperazineHCID 69243293Ethyl N-(6,7-dichloro-2-methoxyquinoxalin-3-yl)carbamate

Product 1

HCID 692443831-[(6,7-Dichloro-2-methoxyquinoxalin-3-yl)aminocarbonyl]-4-(3-methylphenyl)piperazineYield 71%

Procedure

Ethyl N-(6,7-dichloro-2-methoxyquinoxalin-3-yl)carbamate and 1-(3-methyl phenyl)piperazine were reacted by the same way with the example 176 to obtain the titled compound (yield, 71%). 1H NMR (300 MHz, CDCl3) δ 2.34 (s, 3H), 3.18-3.21 (m, 4H), 3.75-3.79 (m, 4H), 4.14 (s, 3H), 6.75-6.78 (m, 4H), 7.32 (br s, 1H), 7.85 (s, 1H), 7.92 (s, 1H).

Sources & evidence

ORD record
ord-789a82229a6447c6b45c0eef73158546
Source dataset
uspto-grants-2012_11
Patent number
US08314100B2

Reaction notes

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