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 1711039Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1711039
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-99a52de6e0af4d459f9f4d67dae7c48d
Quelldatensatz
uspto-grants-2010_09
Patentnummer
US07790729B2

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