1,3-dihydro-1,3-dioxo-2H-isoindole-2-propionyl chloride → N-[2-(1,1-Dioxido-2,3-dihydro-1,4-benzothiazepin-4(5H)-yl)-6-methylquinolin-4-yl]-beta-alaninamide

HRID 540175Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 540175
[NH2:1][CH:2](C(F)(F)F)[CH2:3][C:4]([NH:6][C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([CH3:17])[CH:15]=2)[N:10]=[C:9]([N:18]2[CH2:24][C:23]3[CH:25]=[CH:26][CH:27]=[CH:28][C:22]=3[S:21](=[O:30])(=[O:29])[CH2:20][CH2:19]2)[CH:8]=1)=[O:5].O=S1(=O)C2C=CC=CC=2CN(C2C=C(N)C3C(=CC=C(C)C=3)N=2)CC1.O=C1C2C(=CC=CC=2)C(=O)N1CCC(Cl)=O>>[O:30]=[S:21]1(=[O:29])[C:22]2[CH:28]=[CH:27][CH:26]=[CH:25][C:23]=2[CH2:24][N:18]([C:9]2[CH:8]=[C:7]([NH:6][C:4](=[O:5])[CH2:3][CH2:2][NH2:1])[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([CH3:17])[CH:15]=3)[N:10]=2)[CH2:19][CH2:20]1

Komponenten

4

Edukt 3

HCID 869661,3-dihydro-1,3-dioxo-2H-isoindole-2-propionyl chlorideHCID 712554253-Amino-N-[2-(1,1-dioxido-2,3-dihydro-1,4-benzothiazepin-4(5H)-yl)-6-methylquinolin-4-yl]-4,4,4-trifluorobutanamideHCID 71255483HCID 71255483, Verbindung

Produkt 1

HCID 71262130N-[2-(1,1-Dioxido-2,3-dihydro-1,4-benzothiazepin-4(5H)-yl)-6-methylquinolin-4-yl]-beta-alaninamide

Versuchsvorschrift

The title compound was prepared in analogy to 3-amino-N-[2-(1,1-dioxido-2,3-dihydro-1,4-benzothiazepin-4(5H)-yl)-6-methylquinolin-4-yl]-4,4,4-trifluorobutanamide in Example 42-1 in Scheme 19 by using 2-(1,1-dioxido-2,3-dihydro-1,4-benzothiazepin-4(5H)-yl)-6-methylquinolin-4-amine and 3-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)propanoyl chloride. MS obsd. (ESI+) [(M+H)+] 425, 1H NMR (400 MHz, CDCl3) δ ppm 8.00 (d, J=7.83 Hz, 1 H), 8.29 (s, 1 H), 7.85 (d, J=7.33 Hz, 1 H), 7.61-7.47 (m, 4 H), 7.34 (d, J=12.13 Hz, 2 H), 5.12 (s, 2 H), 3.55 (brs, 2 H), 3.23 (d, J=5.56 Hz, 2 H), 2.62 (brs, 2 H), 2.44 (brs, 3 H), 1.66-2.10 (m, 2 H).

Quellen und Nachweise

ORD-Eintrag
ord-c5b5151fb93f4dbc8a4c088659878412
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08871756B2

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