8-Amino-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one → 8-[5-Chloro-4-(2,4-difluoro-6-morpholin-4-yl-phenylamino)-pyrimidin-2-ylamino]-1,3,4,5-tetrahydro-1-benzazepin-2-one

HRID 1687659Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1687659
Cl[C:2]1[N:7]=[C:6]([NH:8][C:9]2[C:14]([N:15]3[CH2:20][CH2:19][O:18][CH2:17][CH2:16]3)=[CH:13][C:12]([F:21])=[CH:11][C:10]=2[F:22])[C:5]([Cl:23])=[CH:4][N:3]=1.[NH2:24][C:25]1[CH:26]=[CH:27][C:28]2[CH2:34][CH2:33][CH2:32][C:31](=[O:35])[NH:30][C:29]=2[CH:36]=1>>[Cl:23][C:5]1[C:6]([NH:8][C:9]2[C:14]([N:15]3[CH2:20][CH2:19][O:18][CH2:17][CH2:16]3)=[CH:13][C:12]([F:21])=[CH:11][C:10]=2[F:22])=[N:7][C:2]([NH:24][C:25]2[CH:26]=[CH:27][C:28]3[CH2:34][CH2:33][CH2:32][C:31](=[O:35])[NH:30][C:29]=3[CH:36]=2)=[N:3][CH:4]=1

Komponenten

3

Edukt 2

HCID 46151688-Amino-1,3,4,5-tetrahydro-2H-1-benzazepin-2-oneHCID 86634002(2,5-Dichloro-pyrimidin-4-yl)-(2,4-difluoro-6-morpholin-4-yl-phenyl)-amine

Produkt 1

HCID 668304208-[5-Chloro-4-(2,4-difluoro-6-morpholin-4-yl-phenylamino)-pyrimidin-2-ylamino]-1,3,4,5-tetrahydro-1-benzazepin-2-one

Versuchsvorschrift

8-[5-Chloro-4-(2,4-difluoro-6-morpholin-4-yl-phenylamino)-pyrimidin-2-ylamino]-1,3,4,5-tetrahydro-1-benzazepin-2-one was prepared from (2,5-Dichloro-pyrimidin-4-yl)-(2,4-difluoro-6-morpholin-4-yl-phenyl)-amine and 8-Amino-1,3,4,5-tetrahydro-benzo[b]azepin-2-one in an analogous manner to Example 1221d. Title compound was isolated as a white solid (58 mg, 38%) HPLC 99% purity, LCMS 503.22 (M+H), HNMR (DMSO) 9.36 (s, 1H), 9.29 (s, 1H), 8.53 (s, 1H), 8.13 (s, 1H), 7.21 (d, J=8.4 Hz, 1H), 6.97-6.93 (m, 2H), 6.84 (d, J=8.1 Hz, 1H), 6.79 (d, J=10.8 Hz, 1H), 3.52 (m, 4H), 2.92 (m, 4H), 2.56 (m, 2H), 2.08-2.02 (m, 4H).

Quellen und Nachweise

ORD-Eintrag
ord-52973f077999462fb3f2366d35128a7b
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08148391B2

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