Reaktion #611090

Reaktionsgleichung

Compound I

5-Benzyloxy-2-bromo-pyridine

2-aminopyridine

tBuOK

→

II

Ausbeute 91.4%

(5-Benzyloxy-pyridin-2-yl)-pyridin-2-yl-amine

Ausbeute 91.4%

Lösungsmittel

CH2Cl2

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added
2. 2
   Sonstigefollowed by the removal of the solvent under reduced pressure
3. 3
   SonstigeThe resulting dry
4. 4
   Sonstigewas purified by silica gel column chromatography
5. 5
   Wascheneluting with hexane/EtOAc (60:40

Vorschrift

Compound I (370 mg, 1.40 mmol), 2-aminopyridine (145 mg, 1.54 mmol), tBuOK (235 mg, 2.10 mmol), (±)-BINAP (35 mg, 0.01 mmol) and Pd2(dba)3 (32 mg, 0.006 mmol) were stirred in toluene (5 mL) at 90° C. under Ar(g) for 17 h. The reaction mixture was then diluted with CH2Cl2 (5 mL), and silica was added followed by the removal of the solvent under reduced pressure. The resulting dry loaded material was purified by silica gel column chromatography eluting with hexane/EtOAc (60:40 then 50:50) to furnish II as a colourless oil (355 mg, 91%).

Quelle