(7S)-4-chloro-9-(2,2-dimethylpropyl)-7-[2-oxo-2-[4-(2-oxo-1,4-dihydroquinazolin-3-yl)piperidin-1-yl]ethyl]-3,6,7,10-tetrahydropyrazolo[3,4-i][2]benzazepin-8-one → (S)-4-Chloro-7-(2-(4-(8-fluoro-2-oxo-1,2-dihydroquinolin-3-yl)piperidin-1-yl)-2-oxoethyl)-9-neopentyl-6,7,9,10-tetrahydroazepino[3,4-e]indazol-8(3H)-one

HRID 132264Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 132264
Cl.[F:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:12]=1[NH:11][C:10](=[O:13])[C:9]([CH:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1)=[CH:8]2.[Cl:20][C:21]1[C:29]2[NH:28][N:27]=[CH:26][C:25]=2[C:24]2[CH2:30][N:31]([CH2:56][C:57]([CH3:60])([CH3:59])[CH3:58])[C:32](=[O:55])[C@H:33]([CH2:35][C:36](=[O:54])N3CCC(N4CC5C(=CC=CC=5)NC4=O)CC3)[CH2:34][C:23]=2[CH:22]=1>>[Cl:20][C:21]1[C:29]2[NH:28][N:27]=[CH:26][C:25]=2[C:24]2[CH2:30][N:31]([CH2:56][C:57]([CH3:60])([CH3:59])[CH3:58])[C:32](=[O:55])[C@H:33]([CH2:35][C:36]([N:17]3[CH2:18][CH2:19][CH:14]([C:9]4[C:10](=[O:13])[NH:11][C:12]5[C:7]([CH:8]=4)=[CH:6][CH:5]=[CH:4][C:3]=5[F:2])[CH2:15][CH2:16]3)=[O:54])[CH2:34][C:23]=2[CH:22]=1

Komponenten

3

Edukt 2

HCID 11979011(7S)-4-chloro-9-(2,2-dimethylpropyl)-7-[2-oxo-2-[4-(2-oxo-1,4-dihydroquinazolin-3-yl)piperidin-1-yl]ethyl]-3,6,7,10-tetrahydropyrazolo[3,4-i][2]benzazepin-8-oneHCID 673189488-Fluoro-3-(piperidin-4-yl)quinolin-2(1H)-one hydrochloride

Produkt 1

HCID 59731892(S)-4-Chloro-7-(2-(4-(8-fluoro-2-oxo-1,2-dihydroquinolin-3-yl)piperidin-1-yl)-2-oxoethyl)-9-neopentyl-6,7,9,10-tetrahydroazepino[3,4-e]indazol-8(3H)-oneAusbeute 36 %

Versuchsvorschrift

Title compound was prepared from 8-fluoro-3-(piperidin-4-yl)quinolin-2(1H)-one hydrochloride in a manner analogous to the preparation of 4-Chloro-9-(2,2-dimethyl-propyl)-7-(S)-{2-oxo-2-[4-(2-oxo-1,4-dihydro-2H-quinazolin-3-yl)-piperidin-1-yl]-ethyl}-6,7,9,10-tetrahydro-3H-2,3,9-triaza-cyclohepta[e]inden-8-one. Material was obtained as white solid in 36% yield. MS m/e (M+H)+=592.2. 1H NMR (500 MHz, DMSO-D6): δ=13.54 (s, 1H), 11.78 (s, 1H), 8.36 (s, 1H), 7.76 (d, J=5.19, 1H), 7.46 (d, J=7.93, 1H), 7.34 (dd, J1=10.53, J2=8.70, 1H), 7.24 (s, 1H), 7.14 (m, 1H), 5.36 (d, J=16.48, 1H), 4.63 (d, J=17.40, 1H), 4.55 (d, J=11.29, 1H), 4.12 (m, 1H), 3.87 (m, 1H), 3.58 (d, J=13.12, 1H), 3.17 (m, 1H), 3.05 (m, 4H), 2.88 (m, 1H), 2.65 (m, 1H), 2.34 (d, J=15.87 1H), 1.92 (d, J=12.51, 1H), 1.84 (d, J=11.29, 1H), 1.57 (m, 1H), 1.40 (m, 1H), 0.72 (s, 9H).

Aufarbeitung

  1. customMaterial was obtained as white solid in 36% yield

Quellen und Nachweise

ORD-Eintrag
ord-f94293989cb143809ce2ecb09301b3b7
Quelldatensatz
uspto-grants-2008_06
Patentnummer
US07384930B2

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