HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 229066Generated: October 31, 2026
1-Bromo-2-Chloroethane → HCID 57756475, compound
https://huagongshe.com/reaction/229066
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Bromo-2-Chloroethane | HCID 7849 | — |
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-[7-Hydroxy-6-methoxy-quinolin-4-yloxy]-2-methyl-[1,8]naphthyridine | HCID 136385110 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57756475 | HCID 57756475 | 12% |
Reaction Steps
3-[7-Hydroxy-6-methoxy-quinolin-4-yloxy]-2-methyl-[1,8]naphthyridine (67 mg) was dissolved in N,N-dimethylformamide (5 ml) to prepare a solution. Potassium carbonate (225 mg) and 1-bromo-2-chloroethane (0.15 ml) were added to the solution, and the mixture was stirred at room temperature overnight. Morpholine (0.3 ml) was added to the reaction solution, and the mixture was further stirred overnight at 70° C. Potassium carbonate (354 mg) and morpholine (0.2 ml) were further added to the reaction solution, and the mixture was stirred at 70° C. overnight. The reaction solution was cooled to room temperature, water was then added to the reaction solution, and the mixture was extracted with chloroform. The chloroform layer was washed with saturated brine and was 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 (11 mg, yield 12%) (2 steps).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07560558B2 |
|---|
| Source dataset | uspto-grants-2009_07 |
|---|
| ORD ID | ord-2dc6df13b63c4e06ab669de554e89b90 |
|---|
| Source note | uspto-grants-2009_07 |
|---|