5-fluoro-3-(2-pyridin-3-yl-vinyl)-1H-indole → 5-fluoro-3-(2-pyridin-3-yl-ethyl)-1H-indole

HRID 2382046Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2382046
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[CH:11]=[CH:12][C:13]1[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=1>CO.[Pd]>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[CH2:11][CH2:12][C:13]1[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=1

Komponenten

4

Edukt 1

HCID 685566735-fluoro-3-(2-pyridin-3-yl-vinyl)-1H-indole

Produkt 1

HCID 685543805-fluoro-3-(2-pyridin-3-yl-ethyl)-1H-indoleAusbeute 50 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 5-fluoro-3-(2-pyridin-3-yl-vinyl)-1H-indole (3 mmol) in MeOH (10 mL) is treated with Pd/C (200 mg) and shaken in a Parr apparatus under 40 atm of H2 for 18 h. The mixture is filtered through Celite and the filtrate is concentrated in vacuo. The residue is purified by silica gel chromatography eluting with 0%-10% MeOH in DCM to afford 5-fluoro-3-(2-pyridin-3-yl-ethyl)-1H-indole (360 mg, 50%, 2 steps).

Aufarbeitung

  1. filtrationThe mixture is filtered through Celite
  2. concentrationthe filtrate is concentrated in vacuo
  3. customThe residue is purified by silica gel chromatography
  4. washeluting with 0%-10% MeOH in DCM

Quellen und Nachweise

ORD-Eintrag
ord-dff4e11dd51545a3a3b5a51217f55027
Quelldatensatz
uspto-grants-2012_09
Patentnummer
US08258130B2

Notizen zur Reaktion

Wird geladen…