(4-Methoxyphenyl)boronic acid → (4,4-Difluoro-piperidin-1-yl)-[5-(1-isopropyl-piperidin-4-yloxy)-1-(4-methoxy-phenyl)-1H-indol-2-yl]-methanone

HRID 19863

Reaktionsgleichung

Reaktionsgleichung von HRID 19863
[F:1][C:2]1([F:29])[CH2:7][CH2:6][N:5]([C:8]([C:10]2[NH:11][C:12]3[C:17]([CH:18]=2)=[CH:16][C:15]([O:19][CH:20]2[CH2:25][CH2:24][N:23]([CH:26]([CH3:28])[CH3:27])[CH2:22][CH2:21]2)=[CH:14][CH:13]=3)=[O:9])[CH2:4][CH2:3]1.[CH3:30][O:31][C:32]1[CH:37]=[CH:36][C:35](B(O)O)=[CH:34][CH:33]=1>>[F:29][C:2]1([F:1])[CH2:7][CH2:6][N:5]([C:8]([C:10]2[N:11]([C:35]3[CH:36]=[CH:37][C:32]([O:31][CH3:30])=[CH:33][CH:34]=3)[C:12]3[C:17]([CH:18]=2)=[CH:16][C:15]([O:19][CH:20]2[CH2:25][CH2:24][N:23]([CH:26]([CH3:27])[CH3:28])[CH2:22][CH2:21]2)=[CH:14][CH:13]=3)=[O:9])[CH2:4][CH2:3]1

Komponenten

3

Edukt 2

HCID 201262(4-Methoxyphenyl)boronic acidHCID 11603838(4,4-Difluoropiperidin-1-yl)[5-(1-isopropyl-piperidin-4-yloxy)-1H-indol-2-yl]methanone2×

Produkt 1

HCID 16739527(4,4-Difluoro-piperidin-1-yl)-[5-(1-isopropyl-piperidin-4-yloxy)-1-(4-methoxy-phenyl)-1H-indol-2-yl]-methanone

Versuchsvorschrift

In analogy to the procedure described for the synthesis of example 6, the title compound was synthesized from (4,4-difluoro-piperidin-1-yl)-[5-(1-isopropyl-piperidin-4-yloxy)-1H-indol-2-yl]-methanone (intermediate 1) and 4-methoxyphenylboronic acid. The title compound was obtained in 38% yield as yellow foam. MS (m/e): 512.2 (MH+, 100%).

Aufarbeitung

  1. customIn analogy to the procedure described for the synthesis of example 6

Quellen und Nachweise

ORD-Eintrag
ord-b96a2c73aa364d608746731bf3de45e4
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07745479B2

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