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Tetrahydrofuran → (5-((6-(1-Acetylpyrrolidin-2-yl)-2-pyridin-2-yl-1H-benzimidazol-5-yl)oxy)pyridin-2-yl)methanol

HRID 13403
ノート
印刷プレビュー

反応式

HRID 13403 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].O1CCCC1.[C:12]([N:15]1[CH2:19][CH2:18][CH2:17][CH:16]1[C:20]1[C:21]([O:35][C:36]2[CH:37]=[CH:38][C:39]([C:42](OCC)=[O:43])=[N:40][CH:41]=2)=[CH:22][C:23]2[N:27]=[C:26]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=3)[NH:25][C:24]=2[CH:34]=1)(=[O:14])[CH3:13]>C(Cl)(Cl)Cl>[C:12]([N:15]1[CH2:19][CH2:18][CH2:17][CH:16]1[C:20]1[C:21]([O:35][C:36]2[CH:37]=[CH:38][C:39]([CH2:42][OH:43])=[N:40][CH:41]=2)=[CH:22][C:23]2[N:27]=[C:26]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=3)[NH:25][C:24]=2[CH:34]=1)(=[O:14])[CH3:13]
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

5

反応物 3

HCID 8028TetrahydrofuranHCID 21226445Aluminium lithium hydrideHCID 23145214Ethyl 5-((6-(1-Acetylpyrrolidin-2-yl)-2-pyridin-2-yl-1H-benzimidazol-5-yl)oxy)pyridine-2-carboxylate

生成物 1

HCID 23145233(5-((6-(1-Acetylpyrrolidin-2-yl)-2-pyridin-2-yl-1H-benzimidazol-5-yl)oxy)pyridin-2-yl)methanol

試薬・触媒・溶媒 1

HCID 6212Chloroform
溶媒

反応条件

温度
0 °C

実験手順

20 mg of lithiumaluminium hydride was added to a tetrahydrofuran (2 ml) solution of 90 mg of ethyl 5-((6-(1-acetylpyrrolidin-2-yl)-2-pyridin-2-yl-1H-benzimidazol-5-yl)oxy)pyridine-2-carboxylate obtained in Example 495 with cooling with ice, and the reaction liquid was stirred at 0° C. for 30 minutes. The reaction liquid was diluted with chloroform, washed with aqueous saturated ammonium chloride, aqueous saturated sodium bicarbonate and saturated saline in order, and dried with anhydrous sodium sulfate. The solvent was evaporated away under reduced pressure, and the resulting residue was purified through partitioning thin-layer chromatography (Kieselgel™ 60F254, Art 5744 (by Merck), chloroform/methanol=10/1) to obtain the entitled compound as a white solid.

後処理

  1. temperaturewith cooling with ice
  2. customthe reaction liquid
  3. customThe reaction liquid
  4. washwashed with aqueous saturated ammonium chloride, aqueous saturated sodium bicarbonate and saturated saline in order
  5. dry with materialdried with anhydrous sodium sulfate
  6. customThe solvent was evaporated away under reduced pressure
  7. customthe resulting residue was purified
  8. customthrough partitioning thin-layer chromatography (Kieselgel™ 60F254, Art 5744 (by Merck), chloroform/methanol=10/1)

出典と根拠

ORDレコード
ord-72b26696627843209e97b1f706cf6601
出典データセット
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07728025B2

反応ノート

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