2-Fluoropyridine-3-boronic acid → [7-(2-Fluoro-pyridin-3-yl)-pyrrolo[2,1-f][1,2,4]triazin-2-yl]-(4-morpholin-4-yl-phenyl)-amine

HRID 1262194

Reaktionsgleichung

Reaktionsgleichung von HRID 1262194
Br[C:2]1[N:10]2[C:5]([CH:6]=[N:7][C:8]([NH:11][C:12]3[CH:17]=[CH:16][C:15]([N:18]4[CH2:23][CH2:22][O:21][CH2:20][CH2:19]4)=[CH:14][CH:13]=3)=[N:9]2)=[CH:4][CH:3]=1.[F:24][C:25]1[C:30](B(O)O)=[CH:29][CH:28]=[CH:27][N:26]=1>>[F:24][C:25]1[C:30]([C:2]2[N:10]3[C:5]([CH:6]=[N:7][C:8]([NH:11][C:12]4[CH:13]=[CH:14][C:15]([N:18]5[CH2:23][CH2:22][O:21][CH2:20][CH2:19]5)=[CH:16][CH:17]=4)=[N:9]3)=[CH:4][CH:3]=2)=[CH:29][CH:28]=[CH:27][N:26]=1

Komponenten

3

Edukt 2

HCID 27832702-Fluoropyridine-3-boronic acidHCID 54578326(7-Bromo-pyrrolo[2,1-f][1,2,4]triazin-2-yl)-(4-morpholin-4-yl-phenyl)-amine

Produkt 1

HCID 66712042[7-(2-Fluoro-pyridin-3-yl)-pyrrolo[2,1-f][1,2,4]triazin-2-yl]-(4-morpholin-4-yl-phenyl)-amine

Versuchsvorschrift

[7-(2-Fluoro-pyridin-3-yl)-pyrrolo[2,1-f][1,2,4]triazin-2-yl]-(4-morpholin-4-yl-phenyl)-amine was prepared from (7-bromo-pyrrolo[2,1-f][1,2,4]triazin-2-yl)-(4-morpholin-4-yl-phenyl)-amine and 2-fluoro-3-pyridineboronic acid in an analogous manner to Example 1031b. Product isolated as a yellow solid (93 mg, 81%). m.p.=215-221° C.; LCMS (m/e) 391 (M+H); 1H-NMR (CDCl3, 400 MHz) δ 8.94-8.85 (m, 1H), 8.75 (s, 1H), 8.24-8.17 (m, 1H), 7.49 (d, 2H, J=7.6 Hz), 7.36-7.27 (m, 1H), 7.19-7.12 (m, 1H), 6.90 (m, 2H, J=7.6 Hz), 6.85 (m, 1H, J=4.2 Hz), 6.70 (s, 1H), 3.92-3.85 (m, 4H), 3.17-3.10 (m, 4H).

Quellen und Nachweise

ORD-Eintrag
ord-a8bb5381939147018866c9f9b455329c
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08471005B2

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