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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
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HRID 13403 반응식
[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]
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참가 물질

5

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 6212Chloroform
용매

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온도
0 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-72b26696627843209e97b1f706cf6601
출처 데이터셋
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07728025B2

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