Potassium Carbonate → N,N-Dimethyl-2-(2',3',5',6'-tetrafluoro-4'-phenylanilino)phenylacetamide

HRID 1270798노트

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HRID 1270798 반응식
[CH3:1][N:2]([CH3:13])[C:3](=[O:12])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1I.[F:14][C:15]1[C:21]([F:22])=[C:20]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:19]([F:29])=[C:18]([F:30])[C:16]=1[NH2:17].C(=O)([O-])[O-].[K+].[K+]>[Cu].[Cu]I>[CH3:1][N:2]([CH3:13])[C:3](=[O:12])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[NH:17][C:16]1[C:18]([F:30])=[C:19]([F:29])[C:20]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[C:21]([F:22])[C:15]=1[F:14]

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 128842312-(2-Iodophenyl)-N,N-dimethylacetamideHCID 184514902,3,5,6-Tetrafluoro-[1,1'-biphenyl]-4-amine

생성물 1

HCID 86593360N,N-Dimethyl-2-(2',3',5',6'-tetrafluoro-4'-phenylanilino)phenylacetamide

시약·촉매·용매 2

HCID 23978Copper촉매HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매

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온도
40 °C

실험 절차

N,N-dimethyl-2-iodophenylacetamide (2.0 g, 6.9 mmol), 2,3,5,6-tetrafluoro-4-phenylaniline (3.3 g, 13.8 mmol), copper powder (219 mg, 3.4 mmol), copper(I) iodide (646 mg, 3.4 mmol) and anhydrous potassium carbonate (1.0 g, 6.9 mmol) are stirred together in 150 mL of xylenes. The reaction is heated to reflux temperature for 48 hours. While still slightly warm (40° C.) the brown suspension is filtered through a pad of Celite which in turn is rinsed with toluene (250 mL). The filtrate is evaporated by rotary evaporator and then flash chromatographed on silica gel (10–20% EtOAc/hexane) to give the title product.

후처리

  1. temperatureThe reaction is heated
  2. temperatureto reflux temperature for 48 hours
  3. filtrationis filtered through a pad of Celite which in turn
  4. washis rinsed with toluene (250 mL)
  5. customThe filtrate is evaporated by rotary evaporator
  6. customflash chromatographed on silica gel (10–20% EtOAc/hexane)

출처 및 근거

ORD 기록
ord-9f4e363e919b4b91833a344c85689802
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07202364B2

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