3-Fluorophenyl isocyanate → N-[4-(3-amino-1-methyl-1H-pyrazolo[3,4-c]pyridin-4-yl)phenyl]-N'-(3-fluorophenyl)urea

HRID 1159454

Reaktionsgleichung

Reaktionsgleichung von HRID 1159454
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[N:12][CH:11]=[C:10]3[N:14]([CH3:18])[N:15]=[C:16]([NH2:17])[C:9]=23)=[CH:4][CH:3]=1.[F:19][C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([N:26]=[C:27]=[O:28])[CH:21]=1.FC1C=CC(C)=CC=1N=C=O>>[NH2:17][C:16]1[C:9]2[C:10](=[CH:11][N:12]=[CH:13][C:8]=2[C:5]2[CH:4]=[CH:3][C:2]([NH:1][C:27]([NH:26][C:22]3[CH:23]=[CH:24][CH:25]=[C:20]([F:19])[CH:21]=3)=[O:28])=[CH:7][CH:6]=2)[N:14]([CH3:18])[N:15]=1

Komponenten

4

Edukt 3

HCID 1230643-Fluorophenyl isocyanateHCID 27333772-Fluoro-5-methylphenyl isocyanateHCID 686444744-(4-Amino-phenyl)-1-methyl-1H-pyrazolo[3,4-c]pyridin-3-ylamine

Produkt 1

HCID 11501699N-[4-(3-amino-1-methyl-1H-pyrazolo[3,4-c]pyridin-4-yl)phenyl]-N'-(3-fluorophenyl)urea

Versuchsvorschrift

The title compound was prepared using the procedure described in Example 1E using the product from Example 6A and 1-fluoro-3-isocyanato-benzene instead of the product from Example 1D and 1-fluoro-2-isocyanato-4-methyl-benzene. MS (ESI(+)) m/e 377 (M+H)+; 1H NMR (300 MHz, DMSO-D6) δ ppm 3.92 (s, 3H) 4.67 (s, 2H) 6.80 (td, J=8.31, 2.37 Hz, 1H) 7.15 (dd, J=8.31, 1.19 Hz, 1H) 7.32 (q, 1H) 7.48 (d, J=8.48 Hz, 2H) 7.53 (t, J=2.37 Hz, 1H) 7.63 (d, J=8.48 Hz, 2H) 7.95 (s, 1H) 8.87 (s, 1H) 8.95 (s, 1H) 8.99 (s, 1H)

Quellen und Nachweise

ORD-Eintrag
ord-acab8ccba3f049688619752017579d5a
Quelldatensatz
uspto-grants-2010_10
Patentnummer
US07812166B2

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