HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2387752Generated: October 30, 2026
Dimethylformamide → 5-Bromo-2-fluoro-3-methoxypyridine
https://huagongshe.com/reaction/2387752
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 5-Bromo-3-methoxy-2-nitropyridine | HCID 817774 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-Bromo-2-fluoro-3-methoxypyridine | HCID 58626691 | — |
Reaction Steps
Tetrabutyl ammonium fluoride (1.0 M THF solution: 3.9 ml) was added to a DMF (5 ml) solution of 5-bromo-3-methoxy-2-nitropyridine (CAS No. 152684-26-9) (450 mg), and the obtained mixture was stirred at 70° C. for 72 hours. The reaction solution was cooled to room temperature. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The organic layer was dried over sodium sulfate and then filtered. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (n-heptane:ethyl acetate=10:1 to 2:1), so as to obtain the title compound (258 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08268848B2 |
|---|
| Source dataset | uspto-grants-2012_09 |
|---|
| ORD ID | ord-3788acb020a14ad0a818a7b767ddb9ed |
|---|
| Source note | uspto-grants-2012_09 |
|---|