Sodium hydride → HCID 59334588、化合物

HRID 1639815ノート

反応式

HRID 1639815 の反応式
[C:1]([CH2:3]P(=O)(OCC)OCC)#[N:2].[H-].[Na+].[Cl:14][C:15]1[C:23]2[C:19](=[CH:20][N:21]([CH3:24])[N:22]=2)[C:18]([CH:25]=O)=[CH:17][CH:16]=1>O1CCCC1.[Cl-].[NH4+]>[Cl:14][C:15]1[C:23]2[C:19](=[CH:20][N:21]([CH3:24])[N:22]=2)[C:18](/[CH:25]=[CH:3]/[C:1]#[N:2])=[CH:17][CH:16]=1

参加物

6

反応物 3

HCID 24758Sodium hydrideHCID 75676Diethyl (cyanomethyl)phosphonateHCID 59334563HCID 59334563、化合物

生成物 1

HCID 59334588HCID 59334588、化合物収率 86.4%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒2 回HCID 25517Ammonium Chloride溶媒

反応条件

温度
0 °C

実験手順

To a solution of diethyl cyanomethylphosphonate (1.62 mL, 10.02 mmol) in tetrahydrofuran (70 mL) was added 60% sodium hydride (370 mg, 9.25 mmol) under ice-cooling, and the mixture was stirred at 0° C. for 30 min. To the mixture was added a solution of 7-chloro-2-methyl-2H-indazole-4-carbaldehyde (1.50 g, 7.71 mmol) in tetrahydrofuran (30 mL) under ice-cooling, and the mixture was stirred at room temperature for 1 hr. The reaction solution was diluted with saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=15/85→40/60) to give the title compound (1.45 g, yield 86%).

後処理

  1. temperaturecooling
  2. temperaturecooling
  3. stirringthe mixture was stirred at room temperature for 1 hr
  4. extractionthe mixture was extracted with ethyl acetate
  5. washThe extract was washed with saturated brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. customthe solvent was evaporated under reduced pressure
  8. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane=15/85→40/60)

出典と根拠

ORDレコード
ord-f8eec64496ef4aa78d322f36d908b7f9
出典データセット
uspto-grants-2012_02
特許番号
US08110585B2

反応ノート

読み込み中…