Acetic Acid → 5-(4-benzyl-1-piperazinyl)-1H-indazole

HRID 1269738노트

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HRID 1269738 반응식
C(O)(=O)C.O.[CH2:6]([N:13]1[CH2:18][CH2:17][N:16]([C:19]2[CH:20]=[C:21]3[C:25](=[CH:26][CH:27]=2)[N:24](C2CCCCO2)[N:23]=[CH:22]3)[CH2:15][CH2:14]1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>O1CCCC1>[CH2:6]([N:13]1[CH2:18][CH2:17][N:16]([C:19]2[CH:20]=[C:21]3[C:25](=[CH:26][CH:27]=2)[NH:24][N:23]=[CH:22]3)[CH2:15][CH2:14]1)[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 962WaterHCID 69430818HCID 69430818, 화합물

생성물 1

HCID 229337845-(4-benzyl-1-piperazinyl)-1H-indazole수율 47.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
80 °C

실험 절차

Acetic acid (2.6 ml) and water (0.7 ml) were added to a solution of 5-(4-benzyl-1-piperazinyl)-1-tetrahydro-2H-pyran-2-yl-1H-indazole (100 mg, 0.266 mmol) in tetrahydrofuran (1.3 ml) at room temperature and stirred 80° C. for 7 hours. Then, the reaction solution was concentrated and the resulting residue was diluted with ethyl acetate and washed with a saturated aqueous sodium hydrogencarbonate solution and then a saturated aqueous sodium chloride solution. The organic layer was dried over anhydrous sodium sulfate and distilled under reduced pressure to remove the solvent, and the resulting residue was purified by a thin-layer chromatography (eluent: chloroform/methanol=95/5) to obtain 5-(4-benzyl-1-piperazinyl)-1H-indazole (37 mg, 47%).

후처리

  1. concentrationThen, the reaction solution was concentrated
  2. additionthe resulting residue was diluted with ethyl acetate
  3. washwashed with a saturated aqueous sodium hydrogencarbonate solution
  4. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  5. distillationdistilled under reduced pressure
  6. customto remove the solvent
  7. customthe resulting residue was purified by a thin-layer chromatography (eluent: chloroform/methanol=95/5)

출처 및 근거

ORD 기록
ord-637009381bcf4269a8a1c5a5a670423a
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07199147B2

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