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

HRID 591584노트

반응식

HRID 591584 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2cd9177c44cd495bb5542befb1dd4ede
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09238668B2

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