HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1480975Generated: October 30, 2026
Cesium carbonate → 2-Methyl-4-(pyridin-2-yloxy)-benzoic acid ethyl ester
https://huagongshe.com/reaction/1480975
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2,2,6,6-Tetramethyl-3,5-heptanedione | HCID 70700 | — |
| Reactant | 2-Iodopyridine | HCID 221126 | — |
| Reactant | Ethyl 4-hydroxy-2-methylbenzoate | HCID 13356900 | — |
| Catalyst | Cuprous chloride | HCID 62652 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 2-Methyl-4-(pyridin-2-yloxy)-benzoic acid ethyl ester | HCID 89812962 | — |
Reaction Steps
A mixture of 4-hydroxy-2-methyl-benzoic acid ethyl ester (400 mg), 2-iodo-pyridine (0.29 mL), CuCl (110 mg), 2,2,6,6-tetramethyl-heptane-3,5-dione (TMHD, 0.087 mL), cesium carbonate (940 mg) in NMP (2 mL) was heated at 120° C. for 20 h. Then the reaction was cooled, diluted with EtOAc, solids were filtered off, filtrate was washed with water, diluted NaCl solution, dried over sodium sulfate, filtered off, concentrated, the residue was column purified to give the desired product (531 mg). LC MS ESI+: 258 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09409892B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-c9b0bb9f2ca34bcfaab8c9fa8d3220bf |
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| Source note | uspto-grants-2016_08 |
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