Hydrochloric Acid → 5-Fluoro-2-(1-isobutyl-1H-indazol-5-yloxy)-benzylamine

HRID 909228Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 909228
[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:10][C:11]2[CH:12]=[C:13]3[C:17](=[CH:18][CH:19]=2)[N:16]([CH2:20][CH:21]([CH3:23])[CH3:22])[N:15]=[CH:14]3)=[C:6]([CH:9]=1)[C:7]#[N:8].N#N.Cl>CO.[OH-].[OH-].[Pd+2]>[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:10][C:11]2[CH:12]=[C:13]3[C:17](=[CH:18][CH:19]=2)[N:16]([CH2:20][CH:21]([CH3:23])[CH3:22])[N:15]=[CH:14]3)=[C:6]([CH:9]=1)[CH2:7][NH2:8]

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 947NitrogenHCID 574187715-Fluoro-2-(1-isobutyl-1H-indazol-5-yloxy)-benzonitrile

Produkt 1

HCID 574841225-Fluoro-2-(1-isobutyl-1H-indazol-5-yloxy)-benzylamineAusbeute 107,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 9942167Palladium hydroxideKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 5-fluoro-2-(1-isobutyl-1H-indazol-5-yloxy)-benzonitrile (3.05 g, 9.86 mmol) purged with N2 in MeOH (50 mL) was added concentrated HCl (1.6 mL) and Pd(OH)2/C (15% wt, 0.457 g). The mixture was stirred at room temperature for 18 hours under H2 atmosphere. The catalyst was removed by filtration and the solution was concentrated under reduced pressure to afford 3.32 g of pale yellow foam (96% yield).

Aufarbeitung

  1. customThe catalyst was removed by filtration
  2. concentrationthe solution was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-c83c8dbea39244a2b8b7af3293d3cdcf
Quelldatensatz
uspto-grants-2011_09
Patentnummer
US08017641B2

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