Hydrazine hydrate (1:1) → 4-(1-benzyl-1H-imidazol-2-ylmethyl)-3,5-diethyl-1H-pyrazole

HRID 254543ノート

反応式

HRID 254543 の反応式
[CH2:1]([N:8]1[CH:12]=[CH:11][N:10]=[C:9]1[CH2:13][CH:14]([C:19](=O)[CH2:20][CH3:21])[C:15](=O)[CH2:16][CH3:17])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.[NH2:24][NH2:25]>C(O)C>[CH2:1]([N:8]1[CH:12]=[CH:11][N:10]=[C:9]1[CH2:13][C:14]1[C:19]([CH2:20][CH3:21])=[N:24][NH:25][C:15]=1[CH2:16][CH3:17])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 589518614-(1-benzyl-1H-imidazol-2-ylmethyl)-heptane-3,5-dione

生成物 1

HCID 589516844-(1-benzyl-1H-imidazol-2-ylmethyl)-3,5-diethyl-1H-pyrazole

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

To a solution of 140 mg (0.47 mmol) 4-(1-benzyl-1H-imidazol-2-ylmethyl)-heptane-3,5-dione in 1.5 ml ethanol was added a solution of 24 mg (0.48 mmol) hydrazine monohydrate in 0.5 ml ethanol and the mixture heated to reflux for 10 min. The reaction mixture was evaporated under reduced pressure, the residue dissolved in 1N aqueous HCl solution and extracted three times with t-butyl methyl ether. The aqueous phase was adjusted to pH 12 and extracted three times with t-butyl methyl ether, the combined extracts washed with brine, dried over sodium sulfate, filtered and evaporated. Purification of the residue by flash-chromatography on silica gel with ethyl acetate as eluent provided 4-(1-benzyl-1H-imidazol-2-ylmethyl)-3,5-diethyl-1H-pyrazole as colourless viscous oil: MS (ISP): 295.3 ((M+H)+.).

後処理

  1. temperaturethe mixture heated
  2. temperatureto reflux for 10 min
  3. customThe reaction mixture was evaporated under reduced pressure
  4. dissolutionthe residue dissolved in 1N aqueous HCl solution
  5. extractionextracted three times with t-butyl methyl ether
  6. extractionextracted three times with t-butyl methyl ether
  7. washthe combined extracts washed with brine
  8. dry with materialdried over sodium sulfate
  9. filtrationfiltered
  10. customevaporated
  11. customPurification of the residue by flash-chromatography on silica gel with ethyl acetate as eluent

出典と根拠

ORDレコード
ord-89f7b455f2c54a6eab0746251609f0e2
出典データセット
uspto-grants-2011_01
特許番号
US07875645B2

反応ノート

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