N-(4-(1H-Pyrrolo[2,3-c]pyridin-7-yloxy)-3-fluorophenylcarbamothioyl)-2-phenylacetamide → N-(3-Fluoro-4-(1-methyl-1H-pyrrolo[2,3-c]pyridin-7-yloxy)phenylcarbamothioyl)-2-phenylacetamide

HRID 1261334Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1261334
F[C:2]1C=C(OC2N=CC=C3C=CN(C)C=23)C=CC=1N.[NH:20]1[C:24]2=[C:25]([O:29][C:30]3[CH:35]=[CH:34][C:33]([NH:36][C:37]([NH:39][C:40](=[O:48])[CH2:41][C:42]4[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=4)=[S:38])=[CH:32][C:31]=3[F:49])[N:26]=[CH:27][CH:28]=[C:23]2[CH:22]=[CH:21]1>>[F:49][C:31]1[CH:32]=[C:33]([NH:36][C:37]([NH:39][C:40](=[O:48])[CH2:41][C:42]2[CH:43]=[CH:44][CH:45]=[CH:46][CH:47]=2)=[S:38])[CH:34]=[CH:35][C:30]=1[O:29][C:25]1[N:26]=[CH:27][CH:28]=[C:23]2[CH:22]=[CH:21][N:20]([CH3:2])[C:24]=12

Komponenten

3

Edukt 2

HCID 58621945N-(4-(1H-Pyrrolo[2,3-c]pyridin-7-yloxy)-3-fluorophenylcarbamothioyl)-2-phenylacetamideHCID 86644588Fluoro-4-(1-methyl-1H-pyrrolo[2,3-c]pyridin-7-yloxy)benzenamine

Produkt 1

HCID 86604193N-(3-Fluoro-4-(1-methyl-1H-pyrrolo[2,3-c]pyridin-7-yloxy)phenylcarbamothioyl)-2-phenylacetamideAusbeute 87 %

Versuchsvorschrift

Starting from the compound 265 and following the procedure described above for the synthesis of compound 262a (scheme 59, step 4, example 218), title compound 262b was obtained in 87% yield as an off-white solid. 1H NMR (DMSO-d6) δ (ppm): 12.40(s, 1H), 11.78(s, 1H), 7.83(dd, 1H, J1=10.95 Hz, J2=1.9 Hz), 7.56(d, 1H, 2.7 Hz), 7.49(d, 1H, J=5.5 Hz), 7.43-7.39(m, 2H), 7.37-7.33(m, 4H), 7.31-7.26(m, 2H), 6.52(d, 1H, J2=2.9 Hz), 4.11(s, 3H), 3.84(s, 2H), MS (m/z): 435.1(M+H) (found).

Quellen und Nachweise

ORD-Eintrag
ord-0f28c0970cfe42dc999f09f04838be45
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08470850B2

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