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 1778108노트

반응식

HRID 1778108 반응식
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]

참가 물질

4

반응물 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

생성물 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

실험 절차

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.

출처 및 근거

ORD 기록
ord-606bc842ff6646f08f009e48ac2348c7
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09266883B2

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