Reaktion #502098

ord-4b1cf724c7db4818a9c81626cff341bc

Reaktionsgleichung

CC1(C)OB(c2ccc(N)nc2)OC1(C)C
5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-ylamine
O=C(CBr)c1ccc(Cl)cc1
2-bromo-1-(4-chlorophenyl)ethanone
O=C([O-])O.[Na+]
sodium hydrogen carbonate
CC1(C)OB(c2ccc3nc(-c4ccc(Cl)cc4)cn3c2)OC1(C)C
compound
Ausbeute 93.2%
CC1(C)OB(c2ccc3nc(-c4ccc(Cl)cc4)cn3c2)OC1(C)C
2-(4-Chlorophenyl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)imidazo[1,2-a]pyridine
Ausbeute 93.2%

Lösungsmittel

Reaktionsbedingungen

Temperatur
80°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.WAITThe reaction mixture is left
  2. 2
    Temperaturto cool
  3. 3
    Einengenconcentrated under reduced pressure
  4. 4
    Sonstigethe organic phase is then separated
  5. 5
    Trocknendried over magnesium sulphate
  6. 6
    Sonstigethe solvent is then evaporated off under reduced pressure

Vorschrift

2.5 g of 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-ylamine and 2.65 g of 2-bromo-1-(4-chlorophenyl)ethanone in 76 ml of n-propanol are placed in a round-bottomed flask. 1.33 g of sodium hydrogen carbonate are added thereto. The mixture is heated at 80° C. for 16 h. The reaction mixture is left to cool and concentrated under reduced pressure. The residue is taken up between water and ethyl acetate, the organic phase is then separated by settling out and dried over magnesium sulphate, and the solvent is then evaporated off under reduced pressure. 3.75 g of compound are obtained.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08088765B2uspto-grants-2012_01