Piperazin-4-ylacetophenone → 1-[(3,6-Dimethoxyquinoxalin-2-yl)aminocarbonyl]-4-(4-acetylphenyl)piperazine

HRID 1907616Notes

Reaction equation

HRID 1907616 reaction equation
[CH3:1][O:2][C:3]1[C:4]([NH:15][C:16](=[O:20])OCC)=[N:5][C:6]2[C:11]([N:12]=1)=[CH:10][C:9]([O:13][CH3:14])=[CH:8][CH:7]=2.[C:21]([C:24]1[CH:29]=[CH:28][C:27]([N:30]2[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]2)=[CH:26][CH:25]=1)(=[O:23])[CH3:22]>>[CH3:1][O:2][C:3]1[C:4]([NH:15][C:16]([N:33]2[CH2:32][CH2:31][N:30]([C:27]3[CH:26]=[CH:25][C:24]([C:21](=[O:23])[CH3:22])=[CH:29][CH:28]=3)[CH2:35][CH2:34]2)=[O:20])=[N:5][C:6]2[C:11]([N:12]=1)=[CH:10][C:9]([O:13][CH3:14])=[CH:8][CH:7]=2

Participants

3

Reactant 2

HCID 97269Piperazin-4-ylacetophenoneHCID 69244324ethyl N-(3,6-dimethoxyquinoxalin-2-yl)carbamate

Product 1

HCID 692448211-[(3,6-Dimethoxyquinoxalin-2-yl)aminocarbonyl]-4-(4-acetylphenyl)piperazineYield 93%

Procedure

Ethyl N-(3,6-dimethoxyquinoxalin-2-yl)carbamate and 1-(4-acetylphenyl) piperazine were reacted by the same way with the example 148 to obtain the titled compound (yield, 93%). 1H NMR (300 MHz, CDCl3): δ 2.53 (s, 3H), 3.48 (s, 4H), 3.77 (s, 4H), 3.90 (s, 3H), 4.13 (s, 3H), 6.86 (d, J=8.7 Hz, 2H), 7.14-7.28 (m, 3H), 7.72 (d, J=8.4 Hz, 1H), 7.89 (d, J=9.0 Hz, 2H).

Sources & evidence

ORD record
ord-222c3f6d600e45d1bd6c1385291a8d31
Source dataset
uspto-grants-2013_12
Patent number
US08598173B2

Reaction notes

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