2,4-Dichloro-6-methylquinazoline → N-[2-(1,1-Dioxido-2,3-dihydro-1,4-benzothiazepin-4(5H)-yl)-6-methylquinazolin-4-yl]-2-fluoropropane-1,3-diamine

HRID 540200Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 540200
Cl[C:2]1[N:11]=[C:10](Cl)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([CH3:13])[CH:8]=2)[N:3]=1.[F:14][CH:15]([CH2:18][NH2:19])[CH2:16][NH2:17].[S:20]1(=[O:32])(=[O:31])[C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=2[CH2:24][NH:23][CH2:22][CH2:21]1>>[O:32]=[S:20]1(=[O:31])[C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=2[CH2:24][N:23]([C:2]2[N:11]=[C:10]([NH:17][CH2:16][CH:15]([F:14])[CH2:18][NH2:19])[C:9]3[C:4](=[CH:5][CH:6]=[C:7]([CH3:13])[CH:8]=3)[N:3]=2)[CH2:22][CH2:21]1

Komponenten

4

Edukt 3

HCID 142564832,4-Dichloro-6-methylquinazolineHCID 196081962,3,4,5-Tetrahydrobenzo[F][1,4]thiazepine 1,1-dioxideHCID 199026462-Fluoropropane-1,3-diamine

Produkt 1

HCID 71255460N-[2-(1,1-Dioxido-2,3-dihydro-1,4-benzothiazepin-4(5H)-yl)-6-methylquinazolin-4-yl]-2-fluoropropane-1,3-diamine

Versuchsvorschrift

The title compound was prepared in analogy to Example 56-1 in Scheme 23 by using 2,4-dichloro-6-methylquinazoline, 2-fluoropropane-1,3-diamine and 2,3,4,5-tetrahydro-1,4-benzothiazepine 1,1-dioxide. MS obsd. (ESI+) [(M+H)+] 430, 1H NMR (400 MHz, CD3OD) δ ppm 8.06-8.04 (d, J=7.6 Hz, 1 H), 7.93 (s, 1 H), 7.81-7.79 (d, J=7.6 Hz, 1 H), 7.69-7.65 (t, J=8 Hz, 2 H), 7.60-7.53 (m, 2 H), 5.32 (s, 2 H), 5.17-5.03 (d, J=28 Hz, 1 H), 4.52 (s, 2 H), 4.20-3.92 (m, 2 H), 3.67 (s, 2 H), 3.47-3.36 (m, 2 H), 2.44 (s, 3 H).

Quellen und Nachweise

ORD-Eintrag
ord-5e3f76863d4045a393444b26181a7f7e
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08871756B2

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