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

HRID 1878156Notes

Reaction equation

HRID 1878156 reaction equation
[CH3:1][O:2][C:3]1[C:12]([NH:13][C:14](=[O:18])OCC)=[N:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([CH3:19])[CH:9]=2)[N:4]=1.[Cl:20][C:21]1[CH:26]=[CH:25][C:24]([N:27]2[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]2)=[CH:23][CH:22]=1>>[CH3:1][O:2][C:3]1[C:12]([NH:13][C:14]([N:30]2[CH2:29][CH2:28][N:27]([C:24]3[CH:23]=[CH:22][C:21]([Cl:20])=[CH:26][CH:25]=3)[CH2:32][CH2:31]2)=[O:18])=[N:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([CH3:19])[CH:9]=2)[N:4]=1

Participants

3

Reactant 2

HCID 974781-(4-Chlorophenyl)piperazineHCID 66917958Ethyl N-(2-methoxy-6-methylquinoxalin-3-yl)carbamate

Product 1

HCID 669182271-[(2-Methoxy-6-methylquinoxalin-3-yl)aminocarbonyl]-4-(4-chlorophenyl)piperazineYield 78%

Procedure

Ethyl N-(2-methoxy-6-methylquinoxalin-3-yl)carbamate and 1-(4-chlorophenyl)piperazine were reacted by the same way with the example 43 to obtain the titled compound (yield, 78%). 1H NMR (300 MHz, CDCl3): δ 2.44-2.47 (m, 3H), 3.19-3.26 (m, 4H), 3.78 (s, 3H), 4.12 (s, 4H), 6.87 (d, J=8.9 Hz, 2H), 7.01-7.11 (m, 1H), 7.22-7.26 (m, 3H), 7.52-7.61 (m, 2H).

Sources & evidence

ORD record
ord-f18e2cf53f2f4e92a793425408a0defd
Source dataset
uspto-grants-2012_11
Patent number
US08314100B2

Reaction notes

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