Methanesulfonic Acid → 2-(1H-pyrazol-1-yl)-9H-carbazole

HRID 591584ノート

反応式

HRID 591584 の反応式
[N:1]1([C:6]2[CH:18]=[CH:17][C:16]3[C:15]4[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=4)[N:9](C4CCCCO4)[C:8]=3[CH:7]=2)[CH:5]=[CH:4][CH:3]=[N:2]1.CS(O)(=O)=O>CO>[N:1]1([C:6]2[CH:18]=[CH:17][C:16]3[C:15]4[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=4)[NH:9][C:8]=3[CH:7]=2)[CH:5]=[CH:4][CH:3]=[N:2]1

参加物

4

反応物 2

HCID 6395Methanesulfonic AcidHCID 710606072-(1H-pyrazol-1-yl)-9-(tetrahydro-2H-pyran-2-yl)-9H-carbazole

生成物 1

HCID 710602702-(1H-pyrazol-1-yl)-9H-carbazole収率 90%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

5 mmol of 2-(1H-pyrazol-1-yl)-9-(tetrahydro-2H-pyran-2-yl)-9H-carbazole was dissolved in 100 mL of methanol before 25 mmol of methylsulfonic acid was added slowly. The solution was stirred at room temperature for 2 hours, then at 50° C. for 2 hours further. The reaction was cooled, quenched with sodium bicarbonate, and separated between dichloromethane and water. The water was washed twice with dichloromethane, the organic fractions combined and washed once with brine. The organic fraction was then dried with magnesium sulfate, filtered, and the filtrate concentrated under reduced pressure. The resulting solid was subjected to column chromatography, using silica and dichloromethane/ethyl acetate as the eluent. After concentration under reduced pressure, 2-(1H-pyrazol-1-yl)-9H-carbazole was isolated in 90% yield.

後処理

  1. additionwas added slowly
  2. waitat 50° C. for 2 hours further
  3. temperatureThe reaction was cooled
  4. customquenched with sodium bicarbonate
  5. customseparated between dichloromethane and water
  6. washThe water was washed twice with dichloromethane
  7. washwashed once with brine
  8. dry with materialThe organic fraction was then dried with magnesium sulfate
  9. filtrationfiltered
  10. concentrationthe filtrate concentrated under reduced pressure
  11. concentrationAfter concentration under reduced pressure

出典と根拠

ORDレコード
ord-2cd9177c44cd495bb5542befb1dd4ede
出典データセット
uspto-grants-2016_01
特許番号
US09238668B2

反応ノート

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