HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228983Generated: October 30, 2026
Dimethylformamide → 6-Methoxy-4-(2-methyl-quinolin-3-yloxy)-7-oxiranylmethoxy-quinoline
https://huagongshe.com/reaction/228983
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Epibromohydrin | HCID 18430 | — |
| Reactant | 6-Methoxy-4-(2-methyl-quinolin-3-yloxy)-quinolin-7-ol | HCID 135854828 | — |
| Solvent | Water | HCID 962 | — |
| Product | 6-Methoxy-4-(2-methyl-quinolin-3-yloxy)-7-oxiranylmethoxy-quinoline | HCID 23078297 | 53.1% |
Reaction Steps
N,N-Dimethylformamide (3 ml) was added to 6-methoxy-4-(2-methyl-quinolin-3-yloxy)-quinolin-7-ol (compound 352) (100 mg), potassium carbonate (125 mg), and epibromohydrin (124 mg), and the mixture was stirred at 80° C. overnight. The reaction solution was cooled to room temperature, water was added to the reaction solution, and the mixture was extracted with chloroform. The chloroform layer was washed with water and was then dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by thin layer chromatography using chloroform-methanol to give the title compound (62 mg, yield 53%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07560558B2 |
|---|
| Source dataset | uspto-grants-2009_07 |
|---|
| ORD ID | ord-3564a1041da24b6593661403edcb6b8b |
|---|
| Source note | uspto-grants-2009_07 |
|---|