Water → 3-Fluoro-2-iodo-6-methylpyridine

HRID 878758노트

반응식

HRID 878758 반응식
Br[C:2]1[C:7]([F:8])=[CH:6][CH:5]=[C:4]([CH3:9])[N:3]=1.[I-:10].[Na+].CNCCNC.O>O1CCOCC1.[Cu]I>[F:8][C:7]1[C:2]([I:10])=[N:3][C:4]([CH3:9])=[CH:5][CH:6]=1

참가 물질

7

반응물 4

HCID 962WaterHCID 5238Sodium IodideHCID 8070N,N'-DimethylethylenediamineHCID 248203182-Bromo-3-fluoro-6-methylpyridine

생성물 1

HCID 867073913-Fluoro-2-iodo-6-methylpyridine수율 94%

시약·촉매·용매 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 312751,4-Dioxane용매

실험 절차

To a solution of 2-bromo-3-fluoro-6-methylpyridine (1000 mg, 5.26 mmol) in 1,4-dioxane (16 mL) were added sodium iodide (1580 mg, 10.52 mmol), copper (I) iodide (150 mg, 0.26 mmol), N,N′-dimethylethylenediamine (62 μL, 0.58 mmol) under argon atmosphere. The reaction solution was heated to reflux for 4 hours, cooled to room temperature, and then to the reaction solution was added water. The mixture was extracted with ethyl acetate twice. The organic layer was combined, washed with aqueous citric acid solution and saturated brine, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure to give 3-fluoro-2-iodo-6-methylpyridine (1169 mg, 94%) as a white powder.

후처리

  1. temperatureThe reaction solution was heated
  2. temperatureto reflux for 4 hours
  3. extractionThe mixture was extracted with ethyl acetate twice
  4. washwashed with aqueous citric acid solution and saturated brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-69cf8ff0eaaa4393939385cc388c468b
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08987445B2

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