HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1362644Erstellt: 25. Oktober 2026
Sodium triacetoxyborohydride → (E)-2-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)-benzylidene]-5-[1-(3-morpholin-4-ylphenyl)ethylamino]valeric acid ethyl ester
https://huagongshe.com/reaction/1362644
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Edukt | 1-(3-Morpholinophenyl)ethanamine | HCID 16740495 | — |
| Edukt | Sodium bicarbonate water | HCID 86585896 | — |
| Edukt | (E)-2-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene]-5-oxovaleric acid ethyl ester | HCID 86602475 | — |
| Lösungsmittel | Acetic Acid | HCID 176 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | (E)-2-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)-benzylidene]-5-[1-(3-morpholin-4-ylphenyl)ethylamino]valeric acid ethyl ester | HCID 66960920 | 76,2% |
Reaktionsschritte
To a methylene chloride (10 mL) solution of (E)-2-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)-benzylidene]-5-oxovaleric acid ethyl ester (173 mg) obtained in Example 398, 1-(3-morpholin-4-yl-phenyl)ethyl amine (157 mg) and acetic acid (0.1 mL) and sodium triacetoxy borohydride (214 mg) were added one by one. The reaction solution was agitated at room temperature for 1 hour, a saturated sodium bicarbonate water and ethyl acetate were added to the reaction solution, and the organic layer was partitioned. After the obtained organic layer was washed with a saturated saline solution, it was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel chromatography (Carrier: Chromatorex NH, elution solvent: heptane-ethyl acetate=1:2), and 205 mg of the title compound was obtained. The physical properties of the compound are as follows.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07880009B2 |
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| Quelldatensatz | uspto-grants-2011_02 |
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| ORD ID | ord-c6a954e7b3c943c3821188b7b6fb0398 |
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| Quellennotiz | uspto-grants-2011_02 |
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