3-(Trifluoromethoxy)phenylboronic Acid (contains varying amounts of Anhydride) → (4,4-Difluoro-piperidin-1-yl)-[5-(1-isopropyl-piperidin-4-yloxy)-1-(3-trifluoromethoxy-phenyl)-1H-indol-2-yl]-methanone

HRID 19848

Reaktionsgleichung

Reaktionsgleichung von HRID 19848
[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.[F:30][C:31]([F:43])([F:42])[O:32][C:33]1[CH:34]=[C:35](B(O)O)[CH:36]=[CH:37][CH:38]=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][CH:38]=[C:33]([O:32][C:31]([F:30])([F:42])[F:43])[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 27343853-(Trifluoromethoxy)phenylboronic Acid (contains varying amounts of Anhydride)HCID 11603838(4,4-Difluoropiperidin-1-yl)[5-(1-isopropyl-piperidin-4-yloxy)-1H-indol-2-yl]methanone2×

Produkt 1

HCID 16739414(4,4-Difluoro-piperidin-1-yl)-[5-(1-isopropyl-piperidin-4-yloxy)-1-(3-trifluoromethoxy-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 3-trifluoromethoxybenzene boronic acid. The title compound was obtained in 73% yield as light green foam. MS (m/e): 566.4 (MH+, 100%).

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-89edaa65bc104e0c882285743a42b47b
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07745479B2

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