1,3-Propanediamine, N1,N1,N3-trimethyl- → N-[2-chloro-5-(2-morpholinopyrid-4-ylcarbonylamino)phenyl]-2-[N-(3-dimethylaminopropyl)-N-methylamino]pyridine-4-carboxamide

HRID 1828741

Reaktionsgleichung

Reaktionsgleichung von HRID 1828741
Cl[C:2]1[CH:7]=[C:6]([C:8]([NH:10][C:11]2[CH:16]=[C:15]([NH:17][C:18]([C:20]3[CH:25]=[CH:24][N:23]=[C:22]([N:26]4[CH2:31][CH2:30][O:29][CH2:28][CH2:27]4)[CH:21]=3)=[O:19])[CH:14]=[CH:13][C:12]=2[Cl:32])=[O:9])[CH:5]=[CH:4][N:3]=1.[CH3:33][N:34]([CH3:40])[CH2:35][CH2:36][CH2:37][NH:38][CH3:39]>>[Cl:32][C:12]1[CH:13]=[CH:14][C:15]([NH:17][C:18]([C:20]2[CH:25]=[CH:24][N:23]=[C:22]([N:26]3[CH2:27][CH2:28][O:29][CH2:30][CH2:31]3)[CH:21]=2)=[O:19])=[CH:16][C:11]=1[NH:10][C:8]([C:6]1[CH:5]=[CH:4][N:3]=[C:2]([N:38]([CH2:37][CH2:36][CH2:35][N:34]([CH3:40])[CH3:33])[CH3:39])[CH:7]=1)=[O:9]

Komponenten

3

Edukt 2

HCID 783021,3-Propanediamine, N1,N1,N3-trimethyl-HCID 220579822-chloro-N-[2-chloro-5-(2-morpholinopyrid-4-ylcarbonylamino)phenyl]pyridine-4-carboxamide

Produkt 1

HCID 22057970N-[2-chloro-5-(2-morpholinopyrid-4-ylcarbonylamino)phenyl]-2-[N-(3-dimethylaminopropyl)-N-methylamino]pyridine-4-carboxamideAusbeute 46 %

Versuchsvorschrift

Using an analogous procedure to that described in Example 21, 2-chloro-N-[2-chloro-5-(2-morpholinopyrid-4-ylcarbonylamino)phenyl]pyridine-4-carboxamide was reacted with N-(3-dimethylaminopropyl)-N-methylamine to give the title compound in 46% yield; NMR Spectrum: (DMSOd6) 1.67 (m, 2H), 2.11 (s, 6H), 2.21 (m, 2H), 3.04 (s, 3H), 3.51 (m, 6H), 3.71 (m, 4H), 6.97 (d, 1H), 7.09 (m, 2H), 7.23 (s, 1H), 7.54 (d, 1H), 7.71 (d, 1H), 8.04 (s, 1H), 8.20 (d, 1H), 8.27 (d, 1H), 10.13 (s, 1H), 10.47 (s, 1H); Mass Spectrum: M+H+ 552.

Quellen und Nachweise

ORD-Eintrag
ord-72687da26b9c4defbb9e09bcf148755c
Quelldatensatz
uspto-grants-2006_06
Patentnummer
US07060700B2

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