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

HRID 1878237Notes

Reaction equation

HRID 1878237 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:32]2[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]2)[CH:25]=[C:26]([O:30][CH3:31])[C:27]=1[O:28][CH3:29]>>[CH3:1][O:2][C:3]1[C:4]([NH:14][C:15]([N:35]2[CH2:34][CH2:33][N:32]([C:24]3[CH:23]=[C:22]([O:21][CH3:20])[C:27]([O:28][CH3:29])=[C:26]([O:30][CH3:31])[CH:25]=3)[CH2:37][CH2:36]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 38387651-(3,4,5-Trimethoxyphenyl)piperazineHCID 69243736ethyl N-(3-methoxy-6-methylquinoxalin-2-yl)carbamate

Product 1

HCID 692438951-[(3-Methoxy-6-methylquinoxalin-2-yl)aminocarbonyl]-4-(3,4,5-trimethoxyphenyl)piperazineYield 91%

Procedure

Ethyl N-(3-methoxy-6-methylquinoxalin-2-yl)carbamate and 1-(3,4,5-trimethoxyphenyl)piperazine were reacted by the same way with the example 127 to obtain the titled compound (yield, 91%). 1H NMR (300 MHz, CDCl3): δ 2.49 (s, 3H), 3.16-3.23 (m, 4H), 3.71-3.95 (m, 4H), 3.80 (s, 3H), 3.86 (s, 6H), 4.13 (s, 3H), 6.19 (s, 2H), 7.08-7.62 (m, 3H), 7.72 (d, J=8.6 Hz, 1H).

Sources & evidence

ORD record
ord-80f18084bf0b4d5d9024e5833f92c5d6
Source dataset
uspto-grants-2012_11
Patent number
US08314100B2

Reaction notes

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