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Acetic Acid → HCID 25023595、化合物

HRID 2076359
ノート
印刷プレビュー

反応式

HRID 2076359 の反応式
[CH2:1]([N:8]1[CH:16]=[C:15]2[C:10]([CH:11]=[CH:12][C:13]3[C:19](=O)[C:18]([CH2:26][CH2:27][F:28])([CH2:21][CH2:22][C:23](=[O:25])[CH3:24])[CH2:17][C:14]=32)=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N1CCCC1.C(O)(=O)C>C1(C)C=CC=CC=1.CCCCCCC.ClCCl>[CH2:1]([N:8]1[CH:16]=[C:15]2[C:10]([CH:11]=[CH:12][C:13]3[C:19]4[C:18]([CH2:26][CH2:27][F:28])([CH2:21][CH2:22][C:23](=[O:25])[CH:24]=4)[CH2:17][C:14]=32)=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 176Acetic AcidHCID 31268PyrrolidineHCID 59397215HCID 59397215、化合物

生成物 1

HCID 25023595HCID 25023595、化合物

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 21907733Dichloromethane heptane溶媒

反応条件

温度
90 °C

実験手順

To a solution of 2-benzyl-7-(2-fluoroethyl)-7-(3-oxobutyl)-7,8-dihydrocyclopenta[e]indazol-6(2H)-one (10.8 g, 28.6 mmol) in 300 mL of toluene were added pyrrolidine (2.4 mL, 28.6 mmol) and acetic acid (1.64 mL, 28.6 mmol) and the solution was heated at 90° C. under nitrogen. After 15 hours, the solution was cooled to room temperature and partitioned between EtOAc and water. The organic phase was washed with 5% aqueous NaHCO3 and brine and dried over MgSO4. Evaporation of the solvent under vacuum gave a brown oil which was purified by chromatography on silica gel (1:2 to 1:1 EtOAc/hexanes) to give a sticky orange solid. The solid was dissolved in heptane-dichloromethane and then most of the dichloromethane was evaporated under reduced pressure. The resulting precipitated solid was isolated by filtration to give 2-benzyl-9a-(2-fluoroethyl)-8,9,9a,10-tetrahydroindeno[2,1-e]indazol-7(2H) -one.

後処理

  1. temperaturethe solution was cooled to room temperature
  2. custompartitioned between EtOAc and water
  3. washThe organic phase was washed with 5% aqueous NaHCO3 and brine
  4. dry with materialdried over MgSO4
  5. customEvaporation of the solvent under vacuum
  6. customgave a brown oil which
  7. customwas purified by chromatography on silica gel (1:2 to 1:1 EtOAc/hexanes)
  8. customto give a sticky orange solid
  9. custommost of the dichloromethane was evaporated under reduced pressure
  10. customThe resulting precipitated solid
  11. customwas isolated by filtration

出典と根拠

ORDレコード
ord-a76086e7fe90420a856cff39c463235a
出典データセット
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07923568B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート