반응 #73969

ord-199563e105234712aa9009e8a9abcee2

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    추출the reaction mixture was extracted with DCM (2×25 mL)
  2. 2
    세척The combined orgaic layers were washed with water (10 mL), brine (10 mL)
  3. 3
    건조dried (Na2SO4)
  4. 4
    농축concentrated
  5. 5
    기타The crude material was purified by flash chromatography on silica gel eluting with 50% EtOAc in DCM

실험 절차

To a solution of (E)-ethyl 3-(4-(4-(chlorosulfonyl)phenoxy)-3,5-difluorophenyl)-2-methylacrylate (intermediate 41.3) (250 mg, 0.60 mmol) in DCM (3 mL) was added a solution of 2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethanamine (157 mg, 0.72 mmol) and triethylamine (72 mg, 0.72 mmol) in DCM (2 mL). After 15 minutes, water (10 mL) was added and the reaction mixture was extracted with DCM (2×25 mL). The combined orgaic layers were washed with water (10 mL), brine (10 mL), dried (Na2SO4) and concentrated. The crude material was purified by flash chromatography on silica gel eluting with 50% EtOAc in DCM to give the title compound (169 mg).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08541448B2uspto-grants-2013_09