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

HRID 1778108Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1778108
C1(O[C:8](=[O:24])[NH:9][C:10]2[CH:15]=[C:14]([O:16][C@H:17]([CH3:21])[CH2:18][O:19][CH3:20])[C:13]([C:22]#[N:23])=[CH:12][N:11]=2)C=CC=CC=1.C(C1C=CC(NC([N:36]2C[CH2:41][CH2:40][CH2:39][C:38]3[CH:43]=[CH:44][C:45]([CH:47]([O:50]C)OC)=[N:46][C:37]2=3)=O)=NC=1)#N.[CH3:52][N:53]([CH:55]=[O:56])[CH3:54]>>[C:22]([C:13]1[C:14]([O:16][C@H:17]([CH3:21])[CH2:18][O:19][CH3:20])=[CH:15][C:10]([NH:9][C:8]([N:36]2[C:37]3[C:38](=[CH:43][C:44]([CH2:52][N:53]4[CH2:54][CH2:54][N:53]([CH3:55])[CH2:52][C:55]4=[O:56])=[C:45]([CH:47]=[O:50])[N:46]=3)[CH2:39][CH2:40][CH2:41]2)=[O:24])=[N:11][CH:12]=1)#[N:23]

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 131734794(R)-phenyl (5-cyano-4-((1-methoxypropan-2-yl)oxy)pyridin-2-yl)carbamate

Produkt 1

HCID 118036293(R)-N-(5-cyano-4-((1-methoxypropan-2-yl)oxy)pyridin-2-yl)-7-formyl-6-((4-methyl-2-oxopiperazin-1-yl)methyl)-3,4-dihydro-1,8-naphthyridine-1(2H)-carboxamide

Versuchsvorschrift

From intermediates 145 and 81, coupled in an analogous manner to intermediate 236, but using DMF instead of THF, and deprotected in an analagous manner to Example 201. The title compound was obtained as an off-white solid.

Quellen und Nachweise

ORD-Eintrag
ord-606bc842ff6646f08f009e48ac2348c7
Quelldatensatz
uspto-grants-2016_02
Patentnummer
US09266883B2

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