Reaktion #2028938

ord-e63edb7a70414072908744a424ee15be

Reaktionsgleichung

c1ccc(P(c2ccccc2)c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1
BINAP
COCC(C)Nc1cc(-c2ccnc(Cl)c2)ccn1
(2′-Chloro-[4,4′]bipyridinyl-2-yl)-(2-methoxy-1-methyl-ethyl)-amine
Nc1cccc(Cl)c1
3-chloroaniline
O=C([O-])[O-].[K+].[K+]
potassium carbonate
COCC(C)Nc1cc(-c2ccnc(Nc3cccc(Cl)c3)c2)ccn1
N*2′*-(3-Chloro-phenyl)-N*2*-(2-methoxy-1-methyl-ethyl)-[4,4′]bipyridinyl-2,2′-diamine

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.STIRRINGThe mixture was stirred at 110° C. for 5 hours
  2. 2
    workup.ADDITIONpoured onto water
  3. 3
    Extraktionextracted with ethyl acetate
  4. 4
    Trocknendried over Na2SO4
  5. 5
    Einengenconcentrated under reduced pressure
  6. 6
    SonstigeThe residue was purified

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08389442B2uspto-grants-2013_03