HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → (5-Bromo-3-methylfuro[3,2-b]pyridin-2-yl)(cyclohexyl)methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 2-Bromo-1-cyclohexylethanone | HCID 11160027 | — |
| Reactant | 1-(6-Bromo-3-hydroxypyridin-2-YL)ethanone | HCID 72218015 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (5-Bromo-3-methylfuro[3,2-b]pyridin-2-yl)(cyclohexyl)methanone | HCID 86662737 | 35.4% |
Reaction Steps
To a mixture of 1-(6-bromo-3-hydroxypyridin-2-yl)ethanone (1.64 g) synthesized above, 2-bromo-1-cyclohexylethanone (2.34 g) synthesized in Example A51(1) and N,N-dimethylformamide (20 mL) was added potassium carbonate (3.15 g), and the mixture was stirred overnight at room temperature. Saturated aqueous ammonium chloride solution was added to quench the reaction, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was washed with diisopropyl ether to give the title object compound (865 mg, 35%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08436043B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-72676036e1424762945985dca6dc9069 |
| Source note | uspto-grants-2013_05 |