1-(2-(5,6-dimethoxyindolin-1-yl)ethyl)-1H-pyrazol-4-amine → 1-[2-(5,6-Dimethoxy-indol-1-yl)-ethyl]-1H-pyrazol-4-ylamine

HRID 624019Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 624019
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[N:8]([CH2:14][CH2:15][N:16]1[CH:20]=[C:19]([NH2:21])[CH:18]=[N:17]1)[CH2:7][CH2:6]2>CC(C)=O.O=[Mn]=O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[N:8]([CH2:14][CH2:15][N:16]1[CH:20]=[C:19]([NH2:21])[CH:18]=[N:17]1)[CH:7]=[CH:6]2

Komponenten

4

Edukt 1

HCID 682827781-(2-(5,6-dimethoxyindolin-1-yl)ethyl)-1H-pyrazol-4-amine

Produkt 1

HCID 682827821-[2-(5,6-Dimethoxy-indol-1-yl)-ethyl]-1H-pyrazol-4-ylamine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 14801Manganese dioxideKatalysatorHCID 180AcetoneLösungsmittel2×

Versuchsvorschrift

A solution of 1-(2-(5,6-dimethoxyindolin-1-yl)ethyl)-1H-pyrazol-4-amine (1.36 g, 4.70 mmol) in acetone (10 mL) was added dropwise to a suspension of MnO2 (817 mg, 9.41 mmol) in aceton (10 mL). The resulting dark reaction mixture was stirred at rt overnight, then filtered over celite, washed with acetone and the filtrate was concentrated under reduced pressure. Purification was performed by FC (DCM/MeOH 98:2→95:5) to yield the title compound as a brown oil. LC-MS conditions B: tR=0.41 min, [M+H]+=287.18.

Aufarbeitung

  1. customThe resulting dark reaction mixture
  2. filtrationfiltered over celite
  3. washwashed with acetone
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customPurification

Quellen und Nachweise

ORD-Eintrag
ord-f9add7a71c294a1c864bf4085d8aae89
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09303023B2

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