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Aluminium lithium hydride → 5-[4-(3-Chlorophenyl)-7-ethyl-2-phenylpyrrolo[1,2-b]pyridazin-3-yl]-1-pentanol

HRID 2250607
ノート
印刷プレビュー

反応式

HRID 2250607 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl:7][C:8]1[CH:9]=[C:10]([C:14]2[C:15]3[N:16]([C:35]([CH2:38][CH3:39])=[CH:36][CH:37]=3)[N:17]=[C:18]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[C:19]=2[CH2:20][CH2:21][CH2:22][CH2:23][C:24](OCC)=[O:25])[CH:11]=[CH:12][CH:13]=1>O1CCCC1>[Cl:7][C:8]1[CH:9]=[C:10]([C:14]2[C:15]3[N:16]([C:35]([CH2:38][CH3:39])=[CH:36][CH:37]=3)[N:17]=[C:18]([C:29]3[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=3)[C:19]=2[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][OH:25])[CH:11]=[CH:12][CH:13]=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

4

反応物 2

HCID 21226445Aluminium lithium hydrideHCID 68802064Ethyl 5-[4-(3-chlorophenyl)-7-ethyl-2-phenylpyrrolo[1,2-b]pyridazin-3-yl]pentanoate

生成物 1

HCID 693088395-[4-(3-Chlorophenyl)-7-ethyl-2-phenylpyrrolo[1,2-b]pyridazin-3-yl]-1-pentanol収率 87.7%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

To a suspension of lithium aluminum hydride (98.8 mg) in tetrahydrofuran (10 mL) was added ethyl 5-[4-(3-chlorophenyl)-7-ethyl-2-phenylpyrrolo[1,2-b]pyridazin-3-yl]pentanoate (600 mg) in tetrahydrofuran (10 mL) under ice-water cooling and the mixture was stirred at 0° C. for 2 hours. The reaction was quenched with saturated potassium sodium tartrate solution and the insolubles were filtered off and washed with ethyl acetate. The filtrates were washed with brine, dried over magnesium sulfate, and evaporated in vacuo. The residue was purified by silica gel column chromatography eluting with a mixture of hexane and ethyl acetate (10:1-2:1) to give 5-[4-(3-chlorophenyl)-7-ethyl-2-phenylpyrrolo[1,2-b]pyridazin-3-yl]-1-pentanol as an yellow oil (478 mg).

後処理

  1. customThe reaction was quenched with saturated potassium sodium tartrate solution
  2. filtrationthe insolubles were filtered off
  3. washwashed with ethyl acetate
  4. washThe filtrates were washed with brine
  5. dry with materialdried over magnesium sulfate
  6. customevaporated in vacuo
  7. customThe residue was purified by silica gel column chromatography
  8. washeluting with a mixture of hexane and ethyl acetate (10:1-2:1)

出典と根拠

ORDレコード
ord-059d9917fc2a46c3995f8647dc948b01
出典データセット
uspto-grants-2008_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07317009B2

反応ノート

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