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

HRID 1878201

Reaction equation

HRID 1878201 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.[C:20]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[N:28]1[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]1)#[N:21]>>[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:23]3[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=3[C:20]#[N:21])[CH2:33][CH2:32]1)=[O:17])[C:6]([O:18][CH3:19])=[N:5]2

Participants

3

Reactant 2

HCID 2735875N-(2-Cyanophenyl)piperazineHCID 69243333ethyl N-(6-fluoro-3-methoxyquinoxalin-2-yl)carbamate

Product 1

HCID 692409551-[(6-Fluoro-3-methoxyquinoxalin-2-yl)aminocarbonyl]-4-(2-cyanophenyl)piperazineYield 88%

Procedure

Ethyl N-(6-fluoro-3-methoxyquinoxalin-2-yl)carbamate and 1-(2-cyanophenyl)piperazine were reacted by the same way with the example 85 to obtain the titled compound (yield, 88%). 1H NMR (200 MHz, CDCl3): δ 3.31 (s, 4H), 3.84 (s, 4H), 4.15 (s, 3H), 7.03-7.10 (m, 2H), 7.25-7.61 (m, 5H), 7.82 (dd, J=8.7 and 5.7 Hz, 1H).

Sources & evidence

ORD record
ord-a38a2c26d53040b58d1fd06caf1fbbf5
Source dataset
uspto-grants-2012_11
Patent number
US08314100B2

Linked notes

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