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

HRID 1269738ノート

反応式

HRID 1269738 の反応式
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

参加物

5

反応物 3

HCID 176Acetic AcidHCID 962WaterHCID 69430818HCID 69430818、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
80 °C

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-637009381bcf4269a8a1c5a5a670423a
出典データセット
uspto-grants-2007_04
特許番号
US07199147B2

反応ノート

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