4-Isopropylphenol → HCID 68280916, 화합물

HRID 1622586노트

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HRID 1622586 반응식
Br[C:2]1[C:3]([NH2:8])=[N:4][CH:5]=[CH:6][CH:7]=1.P([O-])([O-])([O-])=O.[K+].[K+].[K+].[CH:17]([C:20]1[CH:25]=[CH:24][C:23]([OH:26])=[CH:22][CH:21]=1)([CH3:19])[CH3:18].N1C=CC=CC=1C.[Cl-].[NH4+]>CS(C)=O.[Cu](I)I>[CH3:18][CH:17]([C:20]1[CH:25]=[CH:24][C:23]([O:26][C:2]2[C:3]([NH2:8])=[N:4][CH:5]=[CH:6][CH:7]=2)=[CH:22][CH:21]=1)[CH3:19]

참가 물질

8

반응물 5

HCID 74654-IsopropylphenolHCID 79752-MethylpyridineHCID 25517Ammonium ChlorideHCID 62657Potassium Phosphate, TribasicHCID 8177002-Amino-3-bromopyridine

생성물 1

HCID 68280916HCID 68280916, 화합물수율 11.4%

시약·촉매·용매 2

HCID 83717Copper iodide촉매HCID 679Dimethyl Sulfoxide용매

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온도
80 °C

실험 절차

A mixture of 3-bromopyridin-2-amine (1200 mg), tripotassium phosphate (2945 mg), 4-isopropylphenol (1134 mg), copper iodide (I) (132 mg) and picoline acid (171 mg) in DMSO (40 mL) was stirred under a nitrogen atmosphere at 80° C. overnight. The reaction mixture was added to saturated aqueous ammonium chloride solution, filtered through celite, and the filtrate was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (180.4 mg) as a pale-brown solid.

후처리

  1. filtrationfiltered through celite
  2. extractionthe filtrate was extracted with ethyl acetate
  3. washThe organic layer was washed with saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-1937864eec80481f87e598b8cfc6ffc9
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08778934B2

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