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

HRID 1907489Notes

Reaction equation

HRID 1907489 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.[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>>[CH3:1][O:2][C:3]1[C:12]([NH:13][C:14]([N:31]2[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]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 81430N-(3-methoxyphenyl)piperazineHCID 66917958Ethyl N-(2-methoxy-6-methylquinoxalin-3-yl)carbamate

Product 1

HCID 669181681-[(2-Methoxy-6-methylquinoxalin-3-yl)aminocarbonyl]-4-(3-methoxyphenyl)piperazineYield 73%

Procedure

Ethyl N-(2-methoxy-6-methylquinoxalin-3-yl)carbamate and 1-(3-methoxyphenyl)piperazine were reacted by the same way with the example 43 to obtain the titled compound (yield, 73%). 1H NMR (300 MHz, CDCl3): δ 2.43-2.48 (m, 3H), 3.23-3.30 (m, 4H), 3.76-3.87 (m, 3H), 4.04-4.13 (m, 4H), 6.45-6.50 (m, 2H), 6.57 (d, J=8.4 Hz, 1H), 7.01-7.12 (m, 1H), 7.17-7.33 (m, 3H), 7.48-7.65 (m, 2H).

Sources & evidence

ORD record
ord-cf4dc41db9ab4407a9c053b47817e3ed
Source dataset
uspto-grants-2013_12
Patent number
US08598173B2

Reaction notes

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