Hydrochloric Acid → 6-[4-[4-(9-Carboxy-9H-fluoren-9-yl) butyl]piperazin-1-yl]-2-cyclohexyl-2,3-dihydro-1H-isoindol-1-one

HRID 1836838ノート

反応式

HRID 1836838 の反応式
[CH:1]1([N:7]2[CH2:15][C:14]3[C:9](=[CH:10][C:11]([N:16]4[CH2:21][CH2:20][N:19]([CH2:22][CH2:23][CH2:24][CH2:25][C:26]5([C:39]([O:41]CC)=[O:40])[C:38]6[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=6[C:32]6[C:27]5=[CH:28][CH:29]=[CH:30][CH:31]=6)[CH2:18][CH2:17]4)=[CH:12][CH:13]=3)[C:8]2=[O:44])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C1COCC1.[OH-].[Na+].Cl>CO>[C:39]([C:26]1([CH2:25][CH2:24][CH2:23][CH2:22][N:19]2[CH2:20][CH2:21][N:16]([C:11]3[CH:10]=[C:9]4[C:14]([CH2:15][N:7]([CH:1]5[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]5)[C:8]4=[O:44])=[CH:13][CH:12]=3)[CH2:17][CH2:18]2)[C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][C:32]=2[C:33]2[C:38]1=[CH:37][CH:36]=[CH:35][CH:34]=2)([OH:41])=[O:40]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 221803422-Cyclohexyl-6-[4-[4-(9-ethoxycarbonyl-9H-fluoren-9-yl)-butyl]piperazin-1-yl]-2,3-dihydro-1H-isoindol-1-one

生成物 1

HCID 221806496-[4-[4-(9-Carboxy-9H-fluoren-9-yl) butyl]piperazin-1-yl]-2-cyclohexyl-2,3-dihydro-1H-isoindol-1-one収率 60.9%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
65 °C

実験手順

The compound (50 mg) prepared in Example 129 was dissolved in a mixed solvent composed of THF (0.3 ml) and methanol (0.3 ml). 1 N NaOH (0.3 ml) was added to the solution, and the mixture was heated at 65° C. with stirring for 3 hr. The temperature of the reaction solution was returned to room temperature, and 1 N HCl was then added thereto, followed by extraction with chloroform. The extract was dried over anhydrous MgSO4. The solvent was then removed by distillation under the reduced pressure. The residue was purified by preparative TLC (chloroform:methanol=5:1) to give the title compound (29 mg).

後処理

  1. customwas returned to room temperature
  2. extractionfollowed by extraction with chloroform
  3. dry with materialThe extract was dried over anhydrous MgSO4
  4. customThe solvent was then removed by distillation under the reduced pressure
  5. customThe residue was purified by preparative TLC (chloroform:methanol=5:1)

出典と根拠

ORDレコード
ord-f6e719b51b904ca89bb062ba399084f3
出典データセット
uspto-grants-2004_08
特許番号
US06777414B1

反応ノート

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