1-(m-Tolyl)piperazine → 1-[(6-Fluoro-2-methoxyquinoxalin-3-yl)aminocarbonyl]-4-(3-methylphenyl)piperazine

HRID 1907451Notes

Reaction equation

HRID 1907451 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([O:12][CH3:13])[C:6]([NH:14][C:15](=[O:19])OCC)=[N:5]2.[CH3:20][C:21]1[CH:22]=[C:23]([N:27]2[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]2)[CH:24]=[CH:25][CH:26]=1>>[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([O:12][CH3:13])[C:6]([NH:14][C:15]([N:30]1[CH2:31][CH2:32][N:27]([C:23]3[CH:24]=[CH:25][CH:26]=[C:21]([CH3:20])[CH:22]=3)[CH2:28][CH2:29]1)=[O:19])=[N:5]2

Participants

3

Reactant 2

HCID 831111-(m-Tolyl)piperazineHCID 66917965Ethyl N-(6-fluoro-2-methoxyquinoxalin-3-yl)carbamate

Product 1

HCID 116755991-[(6-Fluoro-2-methoxyquinoxalin-3-yl)aminocarbonyl]-4-(3-methylphenyl)piperazineYield 90%

Procedure

Ethyl N-(6-fluoro-2-methoxyquinoxalin-3-yl)carbamate and 1-(3-methylphenyl)piperazine were reacted by the same way with the example 1 to obtain the titled compound (yield, 90%). 1H NMR (200 MHz, CDCl3): δ 2.33 (s, 3H), 3.26-3.30 (m, 4H), 3.74-3.78 (m, 3H), 4.13 (s, 4H), 6.75-6.78 (m, 3H), 7.14-7.28 (m, 2H), 7.36 (s, 1H), 7.44-7.51 (dd, J=9.8 and 2.4 Hz, 1H), 7.67-7.74 (m, 1H).

Sources & evidence

ORD record
ord-26b67457b09640bd8814573ed7a504a5
Source dataset
uspto-grants-2013_12
Patent number
US08598173B2

Reaction notes

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