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Oxonium, triethyl-, hexafluorophosphate(1-) (1:1) → methyl 5-bromo-2-ethyl-2H-indazole-4-carboxylate

HRID 1639769
ノート
印刷プレビュー

反応式

HRID 1639769 の反応式
[Br:1][C:2]1[CH:10]=[CH:9][C:8]2[NH:7][N:6]=[CH:5][C:4]=2[C:3]=1[C:11]([O:13][CH3:14])=[O:12].F[P-](F)(F)(F)(F)F.[CH2:22]([O+](CC)CC)[CH3:23]>C(OCC)(=O)C.C(=O)([O-])O.[Na+]>[Br:1][C:2]1[CH:10]=[CH:9][C:8]2[C:4](=[CH:5][N:6]([CH2:22][CH3:23])[N:7]=2)[C:3]=1[C:11]([O:13][CH3:14])=[O:12]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 167684Oxonium, triethyl-, hexafluorophosphate(1-) (1:1)HCID 59145907Methyl 5-bromo-1H-indazole-4-carboxylate

生成物 1

HCID 59334535methyl 5-bromo-2-ethyl-2H-indazole-4-carboxylate収率 91.5%

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒2 回HCID 516892Sodium Bicarbonate溶媒

実験手順

To a solution of methyl 5-bromo-1H-indazole-4-carboxylate (2.00 g, 7.84 mmol) in ethyl acetate (80 mL) was added triethyloxonium hexafluorophosphate (2.92 g, 11.8 mmol), and the mixture was stirred under nitrogen atmosphere at room temperature for 15 hr. The reaction solution was diluted with ethyl acetate, saturated aqueous sodium hydrogen carbonate solution was added, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane=5/95→50/50) to give the title compound (2.03 g, yield 91%).

後処理

  1. additionwas added
  2. extractionthe mixture was extracted with ethyl acetate
  3. dry with materialThe extract was dried over anhydrous sodium sulfate
  4. customthe solvent was evaporated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane=5/95→50/50)

出典と根拠

ORDレコード
ord-8e04857c7a53444f9c0009e3ecc11411
出典データセット
uspto-grants-2012_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08110585B2

反応ノート

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