HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 6-Iodo-2-methoxy-3-[(4-methoxybenzyl)oxy]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | 2-Bromo-6-iodo-3-[(4-methoxybenzyl)oxy]pyridine | HCID 86658005 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 6-Iodo-2-methoxy-3-[(4-methoxybenzyl)oxy]pyridine | HCID 86658006 | 71% |
Reaction Conditions
| Temperature | 90 °C |
|---|
Reaction Steps
Sodium methoxide (11 g) was added to a solution of 2-bromo-6-iodo-3-[(4-methoxybenzyl)oxy]pyridine (17 g) in dimethyl sulfoxide (90 mL), and the mixture was stirred at 90° C. for three hours. The reaction solution was poured into water, followed by extraction with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate and filtered. The solvent was then evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=95:5→70:30) to give 6-iodo-2-methoxy-3-[(4-methoxybenzyl)oxy]pyridine as a colorless powder (10 g, 71%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08822503B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-123f671109544a23a689988da1088225 |
| Source note | uspto-grants-2014_09 |