Réaction #2028938

Équation de réaction

BINAP

(2′-Chloro-[4,4′]bipyridinyl-2-yl)-(2-methoxy-1-methyl-ethyl)-amine

3-chloroaniline

potassium carbonate

→

N*2′*-(3-Chloro-phenyl)-N*2*-(2-methoxy-1-methyl-ethyl)-[4,4′]bipyridinyl-2,2′-diamine

Solvants

toluene

Conditions de réaction

Traitement

1. 1
   workup.STIRRINGThe mixture was stirred at 110° C. for 5 hours
2. 2
   workup.ADDITIONpoured onto water
3. 3
   Extractionextracted with ethyl acetate
4. 4
   Séchagedried over Na2SO4
5. 5
   Concentrationconcentrated under reduced pressure
6. 6
   AutreThe residue was purified

Mode opératoire

Pd(OAc)2 (8 mg) and BINAP (16 mg) were suspended in toluene (10 ml) and stirred under argon for 10 mins, then (2′-Chloro-[4,4′]bipyridinyl-2-yl)-(2-methoxy-1-methyl-ethyl)-amine (90 mg), 3-chloroaniline (124 mg) and potassium carbonate (890 mg) were added. The mixture was stirred at 110° C. for 5 hours then cooled to room temp, poured onto water and extracted with ethyl acetate, dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by passing the crude mixture down Kieselgel using 1:99 THF:CH2Cl2 as the eluent.

Source