Reaktion #1266877

ord-09886bbf47804553bf7495b4399e2b6a

Reaktionsgleichung

O
water
COc1ccc(O)cn1
5-hydroxy-2-methoxypyridine
FC(F)(F)c1ccc(Cl)nc1
2-chloro-5-trifluoromethylpyridine
[K+].[OH-]
potassium hydroxide
COc1ccc(Oc2ccc(C(F)(F)F)cn2)cn1
title compound
Ausbeute 95.0%
COc1ccc(Oc2ccc(C(F)(F)F)cn2)cn1
2-Methoxy-5-(5-trifluoromethyl-pyridin-2-yloxy)-pyridine
Ausbeute 95.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturAfter cooling with an external ice-bath
  2. 2
    Sonstigethe precipitate was collected by suction
  3. 3
    Waschenwashed thoroughly with water
  4. 4
    Sonstigedried in a vacuum oven at 45° C.

Vorschrift

A solution of 5-hydroxy-2-methoxypyridine (1.25 g, 10.0 mmol), 2-chloro-5-trifluoromethylpyridine (1.82 g, 10.0 mmol) and potassium hydroxide (85% pure, 1.08 g, 10.0 mmol) in dimethyl sulfoxide (25 mL) was heated at 90° C. for 2.5 hours. The solution was cooled to room temperature and poured slowly into water (200 mL). After cooling with an external ice-bath, the precipitate was collected by suction, washed thoroughly with water and dried in a vacuum oven at 45° C., yielding the title compound (2.56 g, 95% yield).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07279470B2uspto-grants-2007_10