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

HRID 1878111Notes

Reaction equation

HRID 1878111 reaction equation
[F: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.[Cl:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[N:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1>>[F: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:30]1[CH2:29][CH2:28][N:27]([C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=3[Cl:20])[CH2:32][CH2:31]1)=[O:19])=[N:5]2

Participants

3

Reactant 2

HCID 4156281-(2-Chlorophenyl)piperazineHCID 66917965Ethyl N-(6-fluoro-2-methoxyquinoxalin-3-yl)carbamate

Product 1

HCID 117043751-[(6-Fluoro-2-methoxyquinoxalin-3-yl)aminocarbonyl]-4-(2-chlorophenyl)piperazineYield 87%

Procedure

Ethyl N-(6-fluoro-2-methoxyquinoxalin-3-yl)carbamate and 1-(2-chlorophenyl)piperazine were reacted by the same way with the example 1 to obtain the titled compound (yield, 87%). 1H NMR (200 MHz, CDCl3): δ 3.14 (s, 4H), 3.79 (s, 3H), 4.13 (s, 4H), 6.97-7.05 (m, 2H), 7.22-7.28 (m, 2H), 7.33-7.40 (m, 2H), 7.46-7.51 (d, J=10.2 Hz, 1H), 7.66-7.73 (m, 1H).

Sources & evidence

ORD record
ord-57b2e6dabf4c46baa540239d4ad3c24c
Source dataset
uspto-grants-2012_11
Patent number
US08314100B2

Reaction notes

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