HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 520845Generated: October 30, 2026
Dimethylformamide → 6-Bromo-4-chloro-3-(4-chlorophenoxy)-2-(3-isopropoxyazetidin-1-yl)quinoline
https://huagongshe.com/reaction/520845
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 3-Isopropoxyazetidine hydrochloride | HCID 53249190 | — |
| Reactant | 6-Bromo-3-(4-chlorophenoxy)-4-hydroxyquinolin-2(1H)-one | HCID 86715454 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 6-Bromo-4-chloro-3-(4-chlorophenoxy)-2-(3-isopropoxyazetidin-1-yl)quinoline | HCID 118005480 | — |
Reaction Steps
To 6-bromo-2,4-dichloro-3-(4-chlorophenoxy)quinoline (0.50 g, 1.24 mmol, Intermediate 7: step c) was added N,N-dimethylformamide (3 mL) and 3-isopropoxyazetidine-HCl (0.188 g, 1.24 mmol), and the reaction was heated at 60° C. overnight. The reaction was cooled, diluted with ethyl acetate and the organic layer was washed with water five times to remove the N,N-dimethylformamide. The organic layer was dried (MgSO4), filtered and concentrated, then purified over a silica gel column with ethyl acetate/heptane to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09328095B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-324eb254ef594e5dba337758e0e6ef4e |
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| Source note | uspto-grants-2016_05 |
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