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

HRID 1639798ノート

反応式

HRID 1639798 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

HCID 593346385-bromo-2-methyl-2H-indazole-4-carbaldehyde収率 97.1%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 3283Diethyl Ether溶媒

実験手順

(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%).

後処理

  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)

出典と根拠

ORDレコード
ord-12f8b4e96ab1439c8586a0539c17bfce
出典データセット
uspto-grants-2012_02
特許番号
US08110585B2

反応ノート

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