3-(4-Aminophenyl)-1,4-dimethylpiperazin-2-one → HCID 66711916, compound

HRID 1262236Notes

Reaction equation

HRID 1262236 reaction equation
[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([C:9]2[N:17]3[C:12]([CH:13]=[N:14][C:15](OS(C(F)(F)F)(=O)=O)=[N:16]3)=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.[NH2:26][C:27]1[CH:32]=[CH:31][C:30]([CH:33]2[N:38]([CH3:39])[CH2:37][CH2:36][N:35]([CH3:40])[C:34]2=[O:41])=[CH:29][CH:28]=1>>[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([C:9]2[N:17]3[C:12]([CH:13]=[N:14][C:15]([NH:26][C:27]4[CH:28]=[CH:29][C:30]([CH:33]5[N:38]([CH3:39])[CH2:37][CH2:36][N:35]([CH3:40])[C:34]5=[O:41])=[CH:31][CH:32]=4)=[N:16]3)=[CH:11][CH:10]=2)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 576251203-(4-Aminophenyl)-1,4-dimethylpiperazin-2-oneHCID 86661684Trifluoro-methanesulfonic acid 7-(6-methoxy-pyridin-3-yl)-pyrrolo[2,1-f][1,2,4]triazin-2-yl ester

Product 1

HCID 66711916HCID 66711916, compound

Procedure

3-{4-[7-(6-Methoxy-pyridin-3-yl)-pyrrolo[2,1-f][1,2,4]triazin-2-ylamino]-phenyl}-1,4-dimethyl-piperazin-2-one was prepared from trifluoro-methanesulfonic acid 7-(6-methoxy-pyridin-3-yl)-pyrrolo[2,1-f][1,2,4]triazin-2-yl ester and 3-(4-amino-phenyl)-1,4-dimethyl-piperazin-2-one in an analogous manner to Example 1061. Product isolated as an orange foam (79 mg, 61%). LCMS (m/e) 444 (M+H); 1H-NMR (CDCl3, 400 MHz) δ 8.73-8.67 (m, 2H), 4.67 (dd, 1H, J=2.2 and 8.7 Hz), 7.58 (d, 2H, J=8.4 Hz), 7.33 (d, 2H, J=8.4 Hz), 6.95-6.81 (m, 4H), 4.03 (s, 3H), 3.79-3.67 (m, 2H), 3.26-3.18 (m, 1H), 3.07-2.98 (m, 1H), 2.99 (s, 3H), 2.73-2.64 (m, 1H), 2.20 (s, 3H).

Sources & evidence

ORD record
ord-e4ed45952f9c48439ff138e718ed4ece
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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