N-(3-methoxyphenyl)piperazine → 1-[(6-Chloro-2-methoxyquinoxalin-3-yl)aminocarbonyl]-4-(3-methoxyphenyl)piperazine

HRID 1907467Notes

Reaction equation

HRID 1907467 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([O:12][CH3:13])[C:6]([NH:14][C:15](=[O:19])OCC)=[N:5]2.[CH3:20][O: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][CH:11]=1)[N:8]=[C:7]([O:12][CH3:13])[C:6]([NH:14][C:15]([N:31]1[CH2:30][CH2:29][N:28]([C:24]3[CH:25]=[CH:26][CH:27]=[C:22]([O:21][CH3:20])[CH:23]=3)[CH2:33][CH2:32]1)=[O:19])=[N:5]2

Participants

3

Reactant 2

HCID 81430N-(3-methoxyphenyl)piperazineHCID 66918182Ethyl N-(6-chloro-2-methoxyquinoxalin-3-yl)carbamate

Product 1

HCID 669179571-[(6-Chloro-2-methoxyquinoxalin-3-yl)aminocarbonyl]-4-(3-methoxyphenyl)piperazineYield 70%

Procedure

Ethyl N-(6-chloro-2-methoxyquinoxalin-3-yl)carbamate and 1-(3-methoxyphenyl)piperazine were reacted by the same way with the example 22 to obtain the titled compound (yield, 70%). 1H NMR (300 MHz, CDCl3): δ 3.22-3.30 (m, 4H), 3.76-3.80 (m, 6H), 4.08-4.14 (m, 4H), 6.46-6.57 (m, 3H), 7.20 (t, J=8.1 Hz, 1H), 7.34-7.44 (m, 1H), 7.50-7.67 (m, 1H), 7.80 (s, 1H).

Sources & evidence

ORD record
ord-b0f99a174115407baf4e65c325439c6b
Source dataset
uspto-grants-2013_12
Patent number
US08598173B2

Reaction notes

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