1-(2-Pyrimidinyl)piperazine → 1-[(3-Methoxy-6-methylquinoxalin-2-yl)aminocarbonyl]-4-(2-pyrimidyl)piperazine

HRID 1907597Notes

Reaction equation

HRID 1907597 reaction equation
[CH3:1][O:2][C:3]1[C:4]([NH:14][C:15](=[O:19])OCC)=[N:5][C:6]2[C:11]([N:12]=1)=[CH:10][C:9]([CH3:13])=[CH:8][CH:7]=2.[N:20]1[CH:25]=[CH:24][CH:23]=[N:22][C:21]=1[N:26]1[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]1>>[CH3:1][O:2][C:3]1[C:4]([NH:14][C:15]([N:29]2[CH2:30][CH2:31][N:26]([C:21]3[N:20]=[CH:25][CH:24]=[CH:23][N:22]=3)[CH2:27][CH2:28]2)=[O:19])=[N:5][C:6]2[C:11]([N:12]=1)=[CH:10][C:9]([CH3:13])=[CH:8][CH:7]=2

Participants

3

Reactant 2

HCID 887471-(2-Pyrimidinyl)piperazineHCID 69243736ethyl N-(3-methoxy-6-methylquinoxalin-2-yl)carbamate

Product 1

HCID 692437081-[(3-Methoxy-6-methylquinoxalin-2-yl)aminocarbonyl]-4-(2-pyrimidyl)piperazineYield 79%

Procedure

Ethyl N-(3-methoxy-6-methylquinoxalin-2-yl)carbamate and 1-(2-pyrimidyl)piperazine were reacted by the same way with the example 127 to obtain the titled compound (yield, 79%). 1H NMR (300 MHz, CDCl3): δ 2.45 (s, 3H), 3.60-3.80 (m, 4H), 3.80-4.05 (m, 4H), 4.13 (s, 3H), 6.52 (t, J=4.5 Hz, 1H), 7.00-7.69 (m, 4H), 8.32 (d, J=4.5 Hz, 2H).

Sources & evidence

ORD record
ord-eff7a519740f4178972839911e02f754
Source dataset
uspto-grants-2013_12
Patent number
US08598173B2

Reaction notes

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