HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1009331Generated: October 26, 2026
Diisopropylethylamine → 2-(4-fluorophenyl)-1-methoxycarbonyl-2-oxoethyl (E)-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]acrylate
https://huagongshe.com/reaction/1009331
Participants
| Role | Name | HCID | Charge |
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| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methyl 2-chloro-3-(4-fluorophenyl)-3-oxopropionate | HCID 58752226 | — |
| Reactant | (E)-3-[3-methoxy-4-(4-methylimidazol-1-yl)phenyl]acrylic acid | HCID 59528030 | — |
| Reactant | Sodium bicarbonate water | HCID 86585896 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-(4-fluorophenyl)-1-methoxycarbonyl-2-oxoethyl (E)-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]acrylate | HCID 86615141 | 45.2% |
Reaction Steps
IPEA (3 mL) was added to a solution of (E)-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]acrylic acid (1 g) and methyl 2-chloro-3-(4-fluorophenyl)-3-oxopropionate (CAS #160727-96-8, 1.1 g) in DMF (10 mL), and the reaction solution was stirred at room temperature for two hours. Ethyl acetate and saturated sodium bicarbonate water were added to the reaction solution, and the organic layer was separated. The resulting organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (carrier: Chromatorex™ NH; elution solvent: ethyl acetate->ethyl acetate:methanol=5:1) to obtain 792 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 | US07973033B2 |
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| Source dataset | uspto-grants-2011_07 |
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| ORD ID | ord-e872b2ab9d7d4d99986dcba79a4455c0 |
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| Source note | uspto-grants-2011_07 |
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