Reaktion #169856

Reaktionsgleichung

water

4-(benzyloxy)aniline

2-chloro-5-fluoro-3-nitropyridine

K2CO3

→

title compound

Ausbeute 24.3%

N2-[4-(benzyloxy)phenyl]-5-fluoropyridine-2,3-diamine

Ausbeute 24.3%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with AcOEt
2. 2
   TrocknenThe organic layer was dried over MgSO4
3. 3
   Einengenconcentrated in vacuo
4. 4
   Filtrationcollected by filtration
5. 5
   workup.DISSOLUTIONThe obtained solid was dissolved in EtOH (20 mL)
6. 6
   workup.ADDITIONPt/C (2 g) was added
7. 7
   workup.STIRRINGUnder H2 atmosphere, the mixture was stirred for 1 h
8. 8
   Filtrationfiltered
9. 9
   Sonstigeevaporated
10. 10
    SonstigeThe residue was chromatographed on silica gel eluting with Hexane/AcOEt

Vorschrift

A mixture of 4-(benzyloxy)aniline (2.26 g), 2-chloro-5-fluoro-3-nitropyridine (2 g) and K2CO3 (3.13 g) in DMF (20 mL) was stirred at 120° C. for 5 h, treated with water, and extracted with AcOEt. The organic layer was dried over MgSO4 and concentrated in vacuo. The residue was suspended in IPE and collected by filtration. The obtained solid was dissolved in EtOH (20 mL), and Pt/C (2 g) was added. Under H2 atmosphere, the mixture was stirred for 1 h, filtered and evaporated. The residue was chromatographed on silica gel eluting with Hexane/AcOEt to give the title compound (0.85 g).

Quelle