HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 5-(Benzo[d][1,3]dioxol-5-yl)-3-{6-[3-benzyl-8-(trifluoromet hyl)quinolin-4-yloxy]hexyl}-5-methylimidazolidine-2,4-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-(2H-1,3-benzodioxol-5-yl)-5-methylimidazolidine-2,4-dione | HCID 2829817 | — |
| Reactant | 3-Benzyl-4-(6-bromohexyloxy)-8-(trifluoromethyl)quinoline | HCID 66870727 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-(Benzo[d][1,3]dioxol-5-yl)-3-{6-[3-benzyl-8-(trifluoromet hyl)quinolin-4-yloxy]hexyl}-5-methylimidazolidine-2,4-dione | HCID 44462749 | 121% |
Reaction Steps
A DMF (0.1 mL) solution of 3-benzyl-4-(6-bromohexyloxy)-8-(trifluoromethyl)quinoline (12.5 mg, 0.03 mmol) was added with potassium carbonate (9 mg, 0.06 mmol) and 5-(benzo[d][1,3]dioxol-5-yl)-5-methylimidazolidine-2,4-dione (46.8 mg, 0.20 mmol), and stirred overnight. The reaction solution was added with water, extracted with ethyl acetate, subsequently dried using anhydrous sodium sulfate and concentrated in vacuo. The obtained residue was purified using silica-gel column chromatography (hexane:ethyl acetate), and the title compound (22.5 mg, yield 49%) was obtained as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08008306B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-ed7a1e0cdd7746e09c3c6b4a552f77ea |
| Source note | uspto-grants-2011_08 |