HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-Bromo-6-[(6-isopropoxypyridin-3-yl)oxy]-pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Bromo-2-fluoropyridine | HCID 2783168 | — |
| Reactant | 6-Isopropoxypyridin-3-OL | HCID 58042421 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 3-Bromo-6-[(6-isopropoxypyridin-3-yl)oxy]-pyridine | HCID 69435857 | 39% |
Reaction Steps
The mixture of Example 68B (1.0821 g, 7.064 mmol), 5-bromo-2-fluoropyridine (1.245 g, 7.074 mmol, 1.0 eq.), and K2CO3 (1.17 g, 8.47 mmol, 1.2 eq.) in dimethylsulfoxide (8 mL) was heated to 160° C. under microwave for 30 min. The reaction mixture was poured into water. The aqueous layer was extracted with ether (1×). The ether layer was washed with 10% NaOH (1×), brine (1×), dried over MgSO4, filtered and concentrated. The product was purified on silica gel eluting with ethyl acetate: hexane gradient to give the desired product as a solid (0.845 mg, 39%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08748627B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-eaf22ee23b234f48877c7cd678a4c5fe |
| Source note | uspto-grants-2014_06 |