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

HRID 1907480Notes

Reaction equation

HRID 1907480 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.[C:20]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[N:28]1[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]1)#[N:21]>>[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:23]3[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=3[C:20]#[N:21])[CH2:33][CH2:32]1)=[O:19])=[N:5]2

Participants

3

Reactant 2

HCID 2735875N-(2-Cyanophenyl)piperazineHCID 66918182Ethyl N-(6-chloro-2-methoxyquinoxalin-3-yl)carbamate

Product 1

HCID 669179981-[(6-Chloro-2-methoxyquinoxalin-3-yl)aminocarbonyl]-4-(2-cyanophenyl)piperazineYield 91%

Procedure

Ethyl N-(6-chloro-2-methoxyquinoxalin-3-yl)carbamate and 1-(2-cyanophenyl)piperazine were reacted by the same way with the example 22 to obtain the titled compound (yield, 91%). 1H NMR (300 MHz, CDCl3): δ 3.25-3.32 (m, 4H), 3.84 (s, 3H), 4.08-4.15 (m, 4H), 7.06-7.08 (m, 2H), 7.21 (m, 1H), 7.41-7.67 (m, 4H), 7.82 (s, 1H).

Sources & evidence

ORD record
ord-dcf6d37abcf74962a14cf051c10bd79e
Source dataset
uspto-grants-2013_12
Patent number
US08598173B2

Reaction notes

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