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

HRID 1878165Notes

Reaction equation

HRID 1878165 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]([O:19][CH3:20])[CH:9]=2)[N:4]=1.[CH3:21][O:22][C:23]1[CH:24]=[C:25]([N:29]2[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]2)[CH:26]=[CH:27][CH:28]=1>>[CH3:1][O:2][C:3]1[C:12]([NH:13][C:14]([N:32]2[CH2:31][CH2:30][N:29]([C:25]3[CH:26]=[CH:27][CH:28]=[C:23]([O:22][CH3:21])[CH:24]=3)[CH2:34][CH2:33]2)=[O:18])=[N:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([O:19][CH3:20])[CH:9]=2)[N:4]=1

Participants

3

Reactant 2

HCID 81430N-(3-methoxyphenyl)piperazineHCID 66918080Ethyl N-(2,6-dimethoxyquinoxalin-3-yl)carbamate

Product 1

HCID 669181811-[(2,6-Dimethoxyquinoxalin-3-yl)aminocarbonyl]-4-(3-methoxyphenyl)piperazineYield 80%

Procedure

Ethyl N-(2,6-dimethoxyquinoxalin-3-yl)carbamate and 1-(3-methoxyphenyl)piperazine were reacted by the same way with the example 64 to obtain the titled compound (yield, 80%). 1H NMR (300 MHz, CDCl3): δ 3.28 (s, 4H), 3.80-3.87 (m, 9H), 4.11 (s, 4H), 6.45-6.49 (m, 2H), 6.56 (d, J=8.4 Hz, 1H), 6.91 (s, 1H), 7.04-7.36 (m, 3H), 7.53-7.62 (m, 1H).

Sources & evidence

ORD record
ord-7aeddf664f274c3fabe4d9b64d4f89ef
Source dataset
uspto-grants-2012_11
Patent number
US08314100B2

Reaction notes

Loading…