Cyclohexane → 4-Hydroxy-1-(2-pyridyl)-3,6,6-trimethyl-4,5,6,7-tetrahydroindazole

HRID 2084287ノート

反応式

HRID 2084287 の反応式
[BH4-].[Na+].[N:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[C:17]2[CH2:16][C:15]([CH3:19])([CH3:18])[CH2:14][C:13](=[O:20])[C:12]=2[C:11]([CH3:21])=[N:10]1.C1CCCCC1>C(O)C>[OH:20][CH:13]1[CH2:14][C:15]([CH3:19])([CH3:18])[CH2:16][C:17]2[N:9]([C:4]3[CH:5]=[CH:6][CH:7]=[CH:8][N:3]=3)[N:10]=[C:11]([CH3:21])[C:12]1=2

参加物

5

反応物 3

HCID 8078CyclohexaneHCID 41652463,6,6-Trimethyl-1-pyridin-2-yl-5,7-dihydroindazol-4-oneHCID 4311764Sodium borohydride2 回

生成物 1

HCID 98165614-Hydroxy-1-(2-pyridyl)-3,6,6-trimethyl-4,5,6,7-tetrahydroindazole収率 66%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

0.09 g (2.36 mol) of sodium borohydride were added portionwise to the solution of 1-(2-pyridyl)-3,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydroindazole (0.3 g, 1.18 mmol), prepared as described in example 3, in ethanol (15 ml) maintained under inert atmosphere and under magnetic stirring at room temperature. After about 20 hours, additional sodium borohydride (0.09 g) was added and the reaction mixture was heated at about 50° C. for about 8 hours. The solvent was evaporated and the residue was diluted with water and extracted with dichloromethane. The combined organic layers were dried over sodium sulfate and evaporated to give a foam which was treated with cyclohexane and filtered to yield the title compound as a colourless solid (0.2 g, 66%): m.p. 125-126° C.

後処理

  1. customprepared
  2. temperaturemaintained under inert atmosphere
  3. temperaturethe reaction mixture was heated at about 50° C. for about 8 hours
  4. customThe solvent was evaporated
  5. additionthe residue was diluted with water
  6. extractionextracted with dichloromethane
  7. dry with materialThe combined organic layers were dried over sodium sulfate
  8. customevaporated
  9. customto give a foam which
  10. filtrationfiltered

出典と根拠

ORDレコード
ord-40979de8e77c46bfa21c32f05d5f3a59
出典データセット
uspto-grants-2004_04
特許番号
US06716856B1

反応ノート

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