반응 #45361

ord-17199744cbc54100870e490b3d461b1f

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    추출extracted with EtOAC (4×30 mL)
  2. 2
    세척The combined organic extracts were washed with H2O and brine (10 mL each)
  3. 3
    건조dried over MgSO4
  4. 4
    여과filtered
  5. 5
    농축concentrated in vacuo
  6. 6
    기타Purification by flash chromatography (0 to 25% EtOAc/hexanes)

실험 절차

To a solution of Example 5 dissolved in DMF (1.5 mL) was added CuCN (20 mg, 0.22 mmol) and the resultant mixture was heated at 100° C. for 16 h. The reaction was cooled to room temperature, poured into NH4OH (10 mL) and extracted with EtOAC (4×30 mL). The combined organic extracts were washed with H2O and brine (10 mL each), dried over MgSO4, filtered and concentrated in vacuo. Purification by flash chromatography (0 to 25% EtOAc/hexanes) afforded the title compound as a colorless oil. LCMS=485 (M+1)+. 1H NMR (CDCl3, 500 MHz): δ 7.81 (s, 1H), 7.78 (d, J=7.7 Hz, 1H), 7.67-7.31 (m, 4H), 4.82 (br s, 2H), 4.72 (s, 2H), 3.91 (s, 3H).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07737295B2uspto-grants-2010_06