1-(3,5-Dimethylphenyl)piperazine → 1-[(3-Methoxy-6-methylquinoxalin-2-yl)aminocarbonyl]-4-(3,5-dimethylphenyl)piperazine

HRID 1907587Notes

Reaction equation

HRID 1907587 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][C:21]1[CH:22]=[C:23]([N:28]2[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)[CH:24]=[C:25]([CH3:27])[CH:26]=1>>[CH3:1][O:2][C:3]1[C:4]([NH:14][C:15]([N:31]2[CH2:32][CH2:33][N:28]([C:23]3[CH:24]=[C:25]([CH3:27])[CH:26]=[C:21]([CH3:20])[CH:22]=3)[CH2:29][CH2:30]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 27586261-(3,5-Dimethylphenyl)piperazineHCID 69243736ethyl N-(3-methoxy-6-methylquinoxalin-2-yl)carbamate

Product 1

HCID 573996681-[(3-Methoxy-6-methylquinoxalin-2-yl)aminocarbonyl]-4-(3,5-dimethylphenyl)piperazineYield 95%

Procedure

Ethyl N-(3-methoxy-6-methylquinoxalin-2-yl)carbamate and 1-(3,5-dimethylphenyl)piperazine were reacted by the same way with the example 127 to obtain the titled compound (yield, 95%). 1H NMR (300 MHz, CDCl3): δ 2.29 (s, 6H), 2.50 (s, 3H), 3.18-3.29 (m, 4H), 3.73-3.80 (m, 4H), 4.12 (s, 3H), 6.58 (s, 3H), 7.31 (d, J=8.4 Hz, 1H), 7.43 (s, 1H), 7.55 (s, 1H), 7.72 (d, J=8.4 Hz, 1H).

Sources & evidence

ORD record
ord-50abca1dcd7345b08d9ef2de8bc28665
Source dataset
uspto-grants-2013_12
Patent number
US08598173B2

Reaction notes

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