3-(3-Aminophenyl)-1,4-dimethylpiperazin-2-one → 3-{3-[7-(6-Methoxy-pyridin-3-yl)-pyrrolo[2,1-f][1,2,4]triazin-2-ylamino]-phenyl}-1,4-dimethyl-piperazin-2-one

HRID 1262246

Reaktionsgleichung

Reaktionsgleichung von HRID 1262246
[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](O)=[N:16]3)=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.[NH2:19][C:20]1[CH:21]=[C:22]([CH:26]2[N:31]([CH3:32])[CH2:30][CH2:29][N:28]([CH3:33])[C:27]2=[O:34])[CH:23]=[CH:24][CH:25]=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:19][C:20]4[CH:21]=[C:22]([CH:26]5[N:31]([CH3:32])[CH2:30][CH2:29][N:28]([CH3:33])[C:27]5=[O:34])[CH:23]=[CH:24][CH:25]=4)=[N:16]3)=[CH:11][CH:10]=2)=[CH:5][CH:4]=1

Komponenten

3

Edukt 2

HCID 574160813-(3-Aminophenyl)-1,4-dimethylpiperazin-2-oneHCID 178488500HCID 178488500, Verbindung

Produkt 1

HCID 667122493-{3-[7-(6-Methoxy-pyridin-3-yl)-pyrrolo[2,1-f][1,2,4]triazin-2-ylamino]-phenyl}-1,4-dimethyl-piperazin-2-one

Versuchsvorschrift

3-{3-[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 7-(6-methoxy-pyridin-3-yl)-pyrrolo[2,1-f][1,2,4]triazin-2-ol and 3-(3-amino-phenyl)-1,4-dimethyl-piperazin-2-one in an analogous manner to Example 1052a. Product isolated as a brown foam (56 mg, 42%). LCMS (m/e) 444 (M+H); 1H-NMR (CDCl3, 400 MHz) δ 8.80-8.74 (m, 1H), 8.69 (s, 1H), 8.43 (dd, 1H, J=2.2 and 8.7 Hz), 7.66 (d, 1H, J=8.1 Hz), 7.51 (s, 1H), 7.35-7.27 (m, 1H), 7.06 (d, 1H, J=7.6 Hz), 6.96-6.89 (m, 2H), 6.87 (d, 1H, J=8.7 Hz), 6.82 (d, 1H, J=4.78 Hz), 4.01 (s, 3H), 3.75-3.63 (m, 2H), 3.25-3.16 (m, 1H), 3.07-2.96 (m, 1H), 2.98 (s, 3H), 2.74-2.63 (m, 1H), 2.21 (s, 3H).

Quellen und Nachweise

ORD-Eintrag
ord-5b773897ce834f81a22ae3de4e96f8f3
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08471005B2

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