Reaktion #44282

ord-7e8a06e8dd3a4228b8636c042c325e3e

Reaktionsgleichung

Brc1cnc2nnn(Cc3ccc4ncccc4c3)c2n1
6-((6-bromo-1H-[1,2,3]triazolo[4,5-b]pyrazin-1-yl)methyl)quinoline
CCN(CC)CC
triethylamine
CN(C)CCO
N,N-dimethylethanolamine
CN(C)CCOc1cnc2nnn(Cc3ccc4ncccc4c3)c2n1
title compound
Ausbeute 74.0%
CN(C)CCOc1cnc2nnn(Cc3ccc4ncccc4c3)c2n1
N,N-dimethyl-2-{[1-(quinolin-6-ylmethyl)-1H-[1,2,3]triazolo[4,5-b]pyrazin-6-yl]oxy}ethanamine
Ausbeute 74.0%

Lösungsmittel

Reaktionsbedingungen

Temperatur
120°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Einengenconcentrated
  2. 2
    SonstigeThe crude product was purified by flash chromatography
  3. 3
    Sonstigea Horizon purification system on a 25S column
  4. 4
    Wascheneluting with chloroform/7 N ammonia in methanol (0.1-5%)

Vorschrift

A mixture of 6-((6-bromo-1H-[1,2,3]triazolo[4,5-b]pyrazin-1-yl)methyl)quinoline, (100, 0.293), triethylamine (123 μL, 0.879 mmol), N,N-dimethylethanolamine (959 μL, 0.586 mmol) in n-butanol (3.0 mL) was heated in the microwave at 120° C. for 20 minutes, then concentrated. The crude product was purified by flash chromatography using a Horizon purification system on a 25S column eluting with chloroform/7 N ammonia in methanol (0.1-5%) to afford the title compound (75 mg, 74%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07732604B2uspto-grants-2010_06