홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

N,N'-Dimethylethylenediamine → 7-(2-oxoazetidin-1-yl)-3-(2-trifluoromethylphenyl)-2H-isoquinolin-1-one

HRID 1162894
노트
인쇄 미리보기

반응식

HRID 1162894 반응식
I[C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[C:7]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[C:19]([F:22])([F:21])[F:20])[NH:8][C:9]2=[O:12])=[CH:4][CH:3]=1.[NH:23]1[CH2:26][CH2:25][C:24]1=[O:27].P([O-])([O-])([O-])=O.[K+].[K+].[K+].CNCCNC.[Cl-].[NH4+]>O1CCOCC1.[Cu](I)I>[O:27]=[C:24]1[CH2:25][CH2:26][N:23]1[C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[C:7]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[C:19]([F:22])([F:21])[F:20])[NH:8][C:9]2=[O:12])=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 5

HCID 8070N,N'-DimethylethylenediamineHCID 25517Ammonium ChlorideHCID 62657Potassium Phosphate, TribasicHCID 1367212-AzetidinoneHCID 231568037-iodo-3-(2-trifluoromethylphenyl)-2H-isoquinolin-1-one

생성물 1

HCID 118534187-(2-oxoazetidin-1-yl)-3-(2-trifluoromethylphenyl)-2H-isoquinolin-1-one
수율 44.2%

시약·촉매·용매 2

HCID 83717Copper iodide촉매HCID 312751,4-Dioxane용매

실험 절차

The 7-iodo-3-(2-trifluoromethylphenyl)-2H-isoquinolin-1-one (10.0 mg, 0.024 mmol) prepared in step D, copper iodide (I) (0.48 mg, 0.0025 mmol), 2-azetidinone (2.13 mg, 0.03 mmol), and potassium phosphate (11.1 mg, 0.0525 mmol) were suspended in 1,4-dioxane (0.25 ml). Thereafter, N,N′-dimethylethylenediamine (2.6 μl) was added to the suspension, and the obtained mixture was stirred under heating to reflux overnight. Thereafter, the reaction solution was cooled to a room temperature, and a saturated ammonium chloride aqueous solution was then added thereto, followed by extraction with ethyl acetate. The extract was dried over anhydrous sodium sulfate, and the solvent was then distilled away under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate hexane=3:1 to 6:1), so as to obtain 7-(2-oxoazetidin-1-yl)-3-(2-trifluoromethylphenyl)-2H-isoquinolin-1-one (3.8 mg; yield: 44%) in the form of a colorless solid.

후처리

  1. temperatureunder heating
  2. temperatureto reflux overnight
  3. extractionfollowed by extraction with ethyl acetate
  4. dry with materialThe extract was dried over anhydrous sodium sulfate
  5. distillationthe solvent was then distilled away under reduced pressure
  6. customThe obtained residue was purified by silica gel column chromatography (ethyl acetate hexane=3:1 to 6:1)

출처 및 근거

ORD 기록
ord-d30939ba8c784688878a6042cb015cbc
출처 데이터셋
uspto-grants-2010_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07820693B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트