Dimethylformamide → (S)-N-(5-cyano-4-(2-methoxyethoxy)pyridin-2-yl)-7-formyl-2-methyl-6-((4-methyl-2-oxopiperazin-1-yl)methyl)-3,4-dihydro-1,8-naphthyridine-1(2H)-carboxamide

HRID 1778110Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1778110
C1(O[C:8](=[O:23])[NH:9][C:10]2[CH:15]=[C:14]([O:16][CH2:17][CH2:18][O:19][CH3:20])[C:13]([C:21]#[N:22])=[CH:12][N:11]=2)C=CC=CC=1.C(C1C=CC(NC([N:35]2[CH2:41][CH2:40][CH2:39][CH2:38][C:37]3[CH:42]=[CH:43][C:44]([CH:46]([O:49]C)OC)=[N:45][C:36]2=3)=O)=NC=1)#N.[CH3:51][N:52]([CH:54]=[O:55])[CH3:53]>>[C:21]([C:13]1[C:14]([O:16][CH2:17][CH2:18][O:19][CH3:20])=[CH:15][C:10]([NH:9][C:8]([N:35]2[C:36]3[C:37](=[CH:42][C:43]([CH2:51][N:52]4[CH2:53][CH2:53][N:52]([CH3:54])[CH2:51][C:54]4=[O:55])=[C:44]([CH:46]=[O:49])[N:45]=3)[CH2:38][CH2:39][C@@H:41]2[CH3:40])=[O:23])=[N:11][CH:12]=1)#[N:22]

Komponenten

4

Edukt 3

HCID 6228DimethylformamideHCID 118037151N-(5-cyanopyridin-2-yl)-2-(dimethoxymethyl)-7,8-dihydro-5H-pyrido[2,3-b]azepine-9(6H)-carboxamideHCID 125470569Phenyl (5-cyano-4-(2-methoxyethoxy)pyridin-2-yl)carbamate

Produkt 1

HCID 118036665(S)-N-(5-cyano-4-(2-methoxyethoxy)pyridin-2-yl)-7-formyl-2-methyl-6-((4-methyl-2-oxopiperazin-1-yl)methyl)-3,4-dihydro-1,8-naphthyridine-1(2H)-carboxamide

Versuchsvorschrift

From intermediates 108 and 268, coupled and deprotected in an analogous manner to intermediate 236, but using DMF instead of THF, and Example 201. The title compound was obtained as a light yellow-brown solid.

Quellen und Nachweise

ORD-Eintrag
ord-67dfb88aeb8f4121874dfd0f4b79f165
Quelldatensatz
uspto-grants-2016_02
Patentnummer
US09266883B2

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