반응 #502098

ord-4b1cf724c7db4818a9c81626cff341bc

반응 방정식

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
수율 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
수율 93.2%

반응 조건

온도
80°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    workup.WAITThe reaction mixture is left
  2. 2
    온도to cool
  3. 3
    농축concentrated under reduced pressure
  4. 4
    기타the organic phase is then separated
  5. 5
    건조dried over magnesium sulphate
  6. 6
    기타the solvent is then evaporated off under reduced pressure

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08088765B2uspto-grants-2012_01