HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 56212Generated: October 27, 2026
But-1-ene-1,3-dione → N-(4-((2-(-adamantan-1-yl)ethyl)amino)-3-fluorophenyl)-3-oxobutanamide
https://huagongshe.com/reaction/56212
Participants
| Role | Name | HCID | Charge |
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| Reactant | But-1-ene-1,3-dione | HCID 12642904 | — |
| Reactant | N1-(2-(adamantan-1-yl)ethyl)-2-fluorobenzene-1,4-diamine | HCID 131736912 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-(4-((2-(-adamantan-1-yl)ethyl)amino)-3-fluorophenyl)-3-oxobutanamide | HCID 90022560 | 64.5% |
Reaction Steps
To a solution of N1-(2-(adamantan-1-yl)ethyl)-2-fluorobenzene-1,4-diamine (0.38 g, 1.32 mmol) in EtOAc (20 mL) was added acetyl ketene (0.22 g, 2.62 mmol) and the mixture was stirred at 90° C. overnight. The mixture was then cooled to rt and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=4:1) to give the title compound as a white solid (317 mg, 64%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09434695B2 |
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| Source dataset | uspto-grants-2016_09 |
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| ORD ID | ord-52580cd14e2a41c1a385092a05fc4b4f |
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| Source note | uspto-grants-2016_09 |
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