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

HRID 1878151Notes

Reaction equation

HRID 1878151 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][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:12]([NH:13][C:14]([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: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 27586261-(3,5-Dimethylphenyl)piperazineHCID 66917958Ethyl N-(2-methoxy-6-methylquinoxalin-3-yl)carbamate

Product 1

HCID 529423091-[(2-Methoxy-6-methylquinoxalin-3-yl)aminocarbonyl]-4-(3,5-dimethylphenyl)piperazineYield 87%

Procedure

Ethyl N-(2-methoxy-6-methylquinoxalin-3-yl)carbamate and 1-(3,5-dimethylphenyl)piperazine were reacted by the same way with the example 43 to obtain the titled compound (yield, 87%). 1H NMR (300 MHz, CDCl3): δ 2.29 (s, 6H), 2.42-2.48 (m, 3H), 3.20-3.28 (m, 4H), 3.75-3.80 (m, 3H), 4.10-4.13 (m, 4H), 6.59 (s, 3H), 7.00-7.12 (m, 1H), 7.31 (d, J=8.4 Hz, 1H), 7.48-7.65 (m, 2H).

Sources & evidence

ORD record
ord-b4a6d7e17c6e45a68f837c7a470f817d
Source dataset
uspto-grants-2012_11
Patent number
US08314100B2

Reaction notes

Loading…