HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1693170Generated: October 31, 2026
Cesium carbonate → Methyl 5-fluoromethoxypyridine-2-carboxylate
https://huagongshe.com/reaction/1693170
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Methyl 5-hydroxypyridine-2-carboxylate | HCID 4715126 | — |
| Reactant | Fluoromethyl 4-methylbenzenesulfonate | HCID 13862289 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Methyl 5-fluoromethoxypyridine-2-carboxylate | HCID 57827265 | 42.2% |
Reaction Steps
A solution containing fluoromethyl toluene-4-sulfonate (233 mg) in DMF was added to a solution containing methyl 5-hydroxypyridine-2-carboxylate (100 mg) and cesium carbonate (532 mg) in DMF (5 mL). The reaction solution was stirred at 70° C. for three hours. The reaction solution was cooled to room temperature. Ethyl acetate and saturated aqueous ammonium chloride were added to the reaction solution, and the organic layer was separated. The organic layer was dried over anhydrous magnesium sulfate, and the insoluble matter was separated by filtration. The filtrate was concentrated and the residue was purified by silica gel column chromatography to obtain the title compound (51 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08158620B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-5f9f1bdd39544ca494e69e69137b3d71 |
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| Source note | uspto-grants-2012_04 |
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