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

HRID 1907534Notes

Reaction equation

HRID 1907534 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([NH:12][C:13](=[O:17])OCC)[C:6]([O:18][CH3:19])=[N:5]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>>[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([NH:12][C:13]([N:31]1[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]1)=[O:17])[C:6]([O:18][CH3:19])=[N:5]2

Participants

3

Reactant 2

HCID 81430N-(3-methoxyphenyl)piperazineHCID 69243333ethyl N-(6-fluoro-3-methoxyquinoxalin-2-yl)carbamate

Product 1

HCID 692404161-[(6-Fluoro-3-methoxyquinoxalin-2-yl)aminocarbonyl]-4-(3-methoxyphenyl)piperazineYield 77%

Procedure

Ethyl N-(6-fluoro-3-methoxyquinoxalin-2-yl)carbamate and 1-(3-methoxyphenyl)piperazine were reacted by the same way with the example 85 to obtain the titled compound (yield, 77%). 1H NMR (300 MHz, CDCl3): δ 3.28-3.31 (m, 4H), 3.74-3.77 (m, 4H), 3.80 (s, 3H), 4.15 (s, 3H), 6.46-6.58 (m, 2H), 7.18-7.28 (m, 4H), 7.40 (dd, J=9.3 and 2.7 Hz, 1H), 7.78-7.81 (m, 1H).

Sources & evidence

ORD record
ord-de3a347cc09c432a911b6716808c2986
Source dataset
uspto-grants-2013_12
Patent number
US08598173B2

Reaction notes

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