Reaktion #674767

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

EtOH

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
   SonstigeThe solid obtained
6. 6
   workup.STIRRINGUnder H2 atmosphere, the mixture was stirred for 1 h
7. 7
   Filtrationfiltered
8. 8
   Sonstigeevaporated
9. 9
   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 solid obtained above 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