1-(3-Chlorophenyl)piperazine → 1-[(6,7-Dichloro-2-methoxyquinoxalin-3-yl)aminocarbonyl]-4-(3-chlorophenyl)piperazine

HRID 1878288Notes

Reaction equation

HRID 1878288 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.[Cl: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[CH2:30][CH2:29][N:28]([C:24]3[CH:25]=[CH:26][CH:27]=[C:22]([Cl:21])[CH:23]=3)[CH2:33][CH2:32]1)=[O:20])=[N:5]2

Participants

3

Reactant 2

HCID 13551-(3-Chlorophenyl)piperazineHCID 69243293Ethyl N-(6,7-dichloro-2-methoxyquinoxalin-3-yl)carbamate

Product 1

HCID 692444091-[(6,7-Dichloro-2-methoxyquinoxalin-3-yl)aminocarbonyl]-4-(3-chlorophenyl)piperazineYield 61%

Procedure

Ethyl N-(6,7-dichloro-2-methoxyquinoxalin-3-yl)carbamate and 1-(3-chlorophenyl)piperazine were reacted by the same way with the example 176 to obtain the titled compound (yield, 61%). 1H NMR (300 MHz, CDCl3) δ 3.31-3.30 (m, 4H), 3.75-3.76 (m, 4H), 4.15 (s, 3H), 6.80-6.82 (m, 1H), 6.90-6.91 (m, 2H), 7.18-7.23 (m, 1H), 7.32 (br s, 1H), 7.85 (s, 1H), 7.91 (s, 1H).

Sources & evidence

ORD record
ord-23199d63784c496cbcbbe214c2966991
Source dataset
uspto-grants-2012_11
Patent number
US08314100B2

Reaction notes

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