Cesium carbonate → 7-(2,4-difluorophenoxy)-1-(2,6-difluorophenyl)-2H-quinolizin-2-one

HRID 1454979노트

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HRID 1454979 반응식
Br[C:2]1[CH:11]=[CH:10][C:9]2[N:4]([CH:5]=[CH:6][C:7](=[O:20])[C:8]=2[C:12]2[C:17]([F:18])=[CH:16][CH:15]=[CH:14][C:13]=2[F:19])[CH:3]=1.[F:21][C:22]1[CH:27]=[C:26]([F:28])[CH:25]=[CH:24][C:23]=1[OH:29].CC(C)(C(=O)CC(=O)C(C)(C)C)C.C(=O)([O-])[O-].[Cs+].[Cs+]>CN1C(=O)CCC1.C(OCC)(=O)C.Cl[Cu]>[F:21][C:22]1[CH:27]=[C:26]([F:28])[CH:25]=[CH:24][C:23]=1[O:29][C:2]1[CH:11]=[CH:10][C:9]2[N:4]([CH:5]=[CH:6][C:7](=[O:20])[C:8]=2[C:12]2[C:17]([F:18])=[CH:16][CH:15]=[CH:14][C:13]=2[F:19])[CH:3]=1

참가 물질

8

반응물 4

HCID 10796Cesium carbonateHCID 707002,2,6,6-Tetramethyl-3,5-heptanedioneHCID 1230512,4-DifluorophenolHCID 575312307-bromo-1-(2,6-difluorophenyl)-2H-quinolizin-2-one

생성물 1

HCID 167496317-(2,4-difluorophenoxy)-1-(2,6-difluorophenyl)-2H-quinolizin-2-one

시약·촉매·용매 3

HCID 62652Cuprous chloride촉매HCID 8857Ethyl Acetate용매HCID 13387N-methyl-2-pyrrolidone용매

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온도
120 °C

실험 절차

To a solution of 7-bromo-1-(2,6-difluorophenyl)-2H-quinolizin-2-one (100 mg, 0.3 mmole) was added 2,4-difluorophenol (0.06 ml, 0.6 mmole), 2,2,6,6-tetramethylheptane-3,5-dione (0.007 ml, 0.03 mmole), CuCl (15 mg, 0.15 mmole) and cesium carbonate (195 mg, 0.6 mmole) in NMP. The mixture was heated to 120° C. until the reaction completed. The mixture was diluted with ethyl acetate, washed with 1N HCl, 1N NaOH, brine, dried over MgSO4, and concentrated to yield crude material. The crude material was purified by silica gel chromatography (CH2Cl2/acetone) to yield the title compound.

후처리

  1. washwashed with 1N HCl, 1N NaOH, brine
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated
  4. customto yield crude material
  5. customThe crude material was purified by silica gel chromatography (CH2Cl2/acetone)

출처 및 근거

ORD 기록
ord-0e56735d6a7f4e929fb19d752382a4ed
출처 데이터셋
uspto-grants-2009_01
특허 번호
US07482345B2

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