HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 553888Generated: November 2, 2026
Ethyl Acetate → (E)-(4S*,10aS*)-4-(4-fluorophenyl)-7-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene]octahydropyrido[1,2-a]azepin-6-one
https://huagongshe.com/reaction/553888
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde | HCID 27282445 | — |
| Reactant | diethyl[(4R*,10aS*)-4-(4-fluorophenyl)-6-oxodecahydropyrido[1,2-a]azepin-7-yl]phosphonate | HCID 86612698 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | (E)-(4S*,10aS*)-4-(4-fluorophenyl)-7-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene]octahydropyrido[1,2-a]azepin-6-one | HCID 24782065 | 50.8% |
Reaction Steps
Lithium hydroxide monohydrate (68 mg) was added to a mixed solution of diethyl [(4R*,10aS*)-4-(4-fluorophenyl)-6-oxodecahydropyrido[1,2-a]azepin-7-yl]phosphonate (213 mg) and 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde (116 mg) in tetrahydrofuran (6 mL) and ethanol (1.5 mL), and the reaction solution was stirred at room temperature for 25 hours. Ethyl acetate and brine were added to the reaction solution, and the organic layer was separated. The resulting organic layer was dried over magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (carrier: Chromatorex NH; elution solvent: heptane:ethyl acetate=1:1->ethyl acetate) to obtain 125 mg of the title compound. The property values of the compound are as follows.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08048878B2 |
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| Source dataset | uspto-grants-2011_11 |
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| ORD ID | ord-52261e5b94104bfe956e5d8706ed995b |
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| Source note | uspto-grants-2011_11 |
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