2-Iodoxybenzoic acid → 5-bromo-2-methyl-2H-indazole-4-carbaldehyde

HRID 1639798노트

반응식

HRID 1639798 반응식
[Br:1][C:2]1[CH:10]=[CH:9][C:8]2[C:4](=[CH:5][N:6]([CH3:11])[N:7]=2)[C:3]=1[CH2:12][OH:13].I(C1C=CC=CC=1C(O)=O)(=O)=O>CS(C)=O.C(OCC)C>[Br:1][C:2]1[CH:10]=[CH:9][C:8]2[C:4](=[CH:5][N:6]([CH3:11])[N:7]=2)[C:3]=1[CH:12]=[O:13]

참가 물질

5

반응물 2

HCID 1087942-Iodoxybenzoic acidHCID 59334512(5-bromo-2-methyl-2H-indazol-4-yl)methanol

생성물 1

HCID 593346385-bromo-2-methyl-2H-indazole-4-carbaldehyde수율 97.1%

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 3283Diethyl Ether용매

실험 절차

(5-Bromo-2-methyl-2H-indazol-4-yl)methanol (324 mg, 1.34 mmol) and o-iodoxybenzoic acid (414 mg, 1.48 mmol) were dissolved in dimethyl sulfoxide (6.7 mL), and the mixture was stirred at room temperature for 1 hr. The reaction solution was diluted with diethyl ether, washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate) to give the title compound (311 mg, yield 97%).

후처리

  1. washwashed with saturated aqueous sodium hydrogen carbonate solution and saturated brine
  2. dry with materialdried over anhydrous sodium sulfate
  3. customThe solvent was evaporated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (ethyl acetate)

출처 및 근거

ORD 기록
ord-12f8b4e96ab1439c8586a0539c17bfce
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08110585B2

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