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

HRID 1907580Notes

Reaction equation

HRID 1907580 reaction equation
[CH3:1][O:2][C:3]1[C:4]([NH:14][C:15](=[O:19])OCC)=[N:5][C:6]2[C:11]([N:12]=1)=[CH:10][C:9]([CH3:13])=[CH:8][CH:7]=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>>[CH3:1][O:2][C:3]1[C:4]([NH:14][C:15]([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:19])=[N:5][C:6]2[C:11]([N:12]=1)=[CH:10][C:9]([CH3:13])=[CH:8][CH:7]=2

Participants

3

Reactant 2

HCID 81430N-(3-methoxyphenyl)piperazineHCID 69243736ethyl N-(3-methoxy-6-methylquinoxalin-2-yl)carbamate

Product 1

HCID 692420511-[(3-Methoxy-6-methylquinoxalin-2-yl)aminocarbonyl]-4-(3-methoxyphenyl)piperazineYield 89%

Procedure

Ethyl N-(3-methoxy-6-methylquinoxalin-2-yl)carbamate and 1-(3-methoxyphenyl)piperazine were reacted by the same way with the example 127 to obtain the titled compound (yield, 89%). 1H NMR (300 MHz, CDCl3): δ 2.49 (s, 3H), 3.19-3.32 (m, 4H), 3.61-3.90 (m, 4H), 3.79 (s, 3H), 4.17 (s, 3H), 6.44-6.58 (m, 4H), 7.00-7.65 (m, 3H), 7.72 (d, J=8.2 Hz, 1H).

Sources & evidence

ORD record
ord-b25434580558449094c87dce9076793b
Source dataset
uspto-grants-2013_12
Patent number
US08598173B2

Reaction notes

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