3-(4-Aminophenyl)-1,4-dimethylpiperazin-2-one → HCID 66712133, compound

HRID 1262240Notes

Reaction equation

HRID 1262240 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[N:17]2[C:12]([CH:13]=[N:14][C:15](O)=[N:16]2)=[CH:11][CH:10]=1.[NH2:19][C:20]1[CH:25]=[CH:24][C:23]([CH:26]2[N:31]([CH3:32])[CH2:30][CH2:29][N:28]([CH3:33])[C:27]2=[O:34])=[CH:22][CH:21]=1>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[N:17]2[C:12]([CH:13]=[N:14][C:15]([NH:19][C:20]3[CH:21]=[CH:22][C:23]([CH:26]4[N:31]([CH3:32])[CH2:30][CH2:29][N:28]([CH3:33])[C:27]4=[O:34])=[CH:24][CH:25]=3)=[N:16]2)=[CH:11][CH:10]=1

Participants

3

Reactant 2

HCID 576251203-(4-Aminophenyl)-1,4-dimethylpiperazin-2-oneHCID 1784892767-(2-Methoxyphenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-ol

Product 1

HCID 66712133HCID 66712133, compound

Procedure

3-{4-[7-(2-Methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-ylamino]-phenyl}-1,4-dimethyl-piperazin-2-one was prepared from 7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-ol and 3-(4-amino-phenyl)-1,4-dimethyl-piperazin-2-one in an analogous manner to Example 1052a. Product isolated as a yellow solid (55 mg, 42%). m.p.=249-251° C.; LCMS (m/e) 443 (M+H); 1H-NMR (CDCl3, 400 MHz) δ 8.68 (s, 1H), 7.95 (d, 1H, J=7.6 Hz), 7.55 (d, 2H, J=8.4 Hz), 7.46-7.38 (m, 1H), 7.24 (d, 2H, J=8.4 Hz), 7.17-7.09 (m, 1H), 7.06 (d, 1H, J=8.3 Hz), 7.01 (d, 1H, J=4.6 Hz), 6.84 (d, 1H, J=4.6 Hz), 6.79 (bs, 1H), 3.84 (s, 3H), 3.77-3.68 (m, 1H), 3.66 (s, 1H), 3.24-3.17 (m, 1H), 3.05-2.97 (m, 1H), 2.98 (s, 3H), 2.71-2.61 (m, 1H), 2.17 (s, 3H).

Sources & evidence

ORD record
ord-ca83ac01fd474f849f0f047ba56c1844
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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