HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 13403Generated: October 29, 2026
Tetrahydrofuran → (5-((6-(1-Acetylpyrrolidin-2-yl)-2-pyridin-2-yl-1H-benzimidazol-5-yl)oxy)pyridin-2-yl)methanol
https://huagongshe.com/reaction/13403
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | Ethyl 5-((6-(1-Acetylpyrrolidin-2-yl)-2-pyridin-2-yl-1H-benzimidazol-5-yl)oxy)pyridine-2-carboxylate | HCID 23145214 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | (5-((6-(1-Acetylpyrrolidin-2-yl)-2-pyridin-2-yl-1H-benzimidazol-5-yl)oxy)pyridin-2-yl)methanol | HCID 23145233 | — |
Reaction Steps
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.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07728025B2 |
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| Source dataset | uspto-grants-2010_06 |
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| ORD ID | ord-72b26696627843209e97b1f706cf6601 |
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| Source note | uspto-grants-2010_06 |
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