Sodium hydride → HCID 59334588, 화합물

HRID 1639815노트

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HRID 1639815 반응식
[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

참가 물질

6

반응물 3

HCID 24758Sodium hydrideHCID 75676Diethyl (cyanomethyl)phosphonateHCID 59334563HCID 59334563, 화합물

생성물 1

HCID 59334588HCID 59334588, 화합물수율 86.4%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매2회HCID 25517Ammonium Chloride용매

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온도
0 °C

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-f8eec64496ef4aa78d322f36d908b7f9
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08110585B2

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