Réaction #2028937

ord-02c8b15a9dad4a318dd81a2cb77af2ea

Équation de réaction

CC1(C)c2cccc(P(c3ccccc3)c3ccccc3)c2Oc2c(P(c3ccccc3)c3ccccc3)cccc21
Xantphos
Clc1cc(-c2ccnc(Cl)c2)ccn1
2,2′-dichloro-[4,4′]-bipyridinyl
COCC(C)N
2-amino-1-methoxypropane
CC(C)(C)[O-].[Na+]
sodium tert-butoxide
COCC(C)Nc1cc(-c2ccnc(Cl)c2)ccn1
(2′-Chloro-[4,4′]bipyridinyl-2-yl)-(2-methoxy-1-methyl-ethyl)-amine

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    workup.STIRRINGThe mixture stirred at 60° C. for 6 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

Xantphos (32 mg), and Pd2(dba)3 (25 mg) were suspended in toluene (8 ml) and stirred under argon for 10 mins, then 2,2′-dichloro-[4,4′]-bipyridinyl (250 mg), 2-amino-1-methoxypropane (0.117 ml) and sodium tert-butoxide (150 mg) were added. The mixture stirred at 60° C. for 6 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 a gradient of hexane and ethyl acetate as the eluent.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08389442B2uspto-grants-2013_03