HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 512073Generated: October 30, 2026
Cesium carbonate → 2-broMo-3-(difluoroMethoxy)pyridine
https://huagongshe.com/reaction/512073
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Bromo-3-pyridinol | HCID 23070 | — |
| Reactant | Sodium chlorodifluoroacetate | HCID 2734985 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-broMo-3-(difluoroMethoxy)pyridine | HCID 58042448 | 35.2% |
Reaction Steps
To a solution of 2-bromo-3-pyridinol (1.26 g, 7.23 mmol) in DMF (35 mL) and water (5 mL) was added sodium chlorodifluoroacetate (2.93 g, 18.1 mmol) followed by cesium carbonate (4.71 g, 14.5 mmol). The reaction was heated to 100° C. for 36 hours before partitioning between EtOAc and water. The organic layer was collected, dried over magnesium sulfate and concentrated in vacuo. The residue was purified using silica gel column chromatography eluting with EtOAc:heptane 1:3 to afford the title compound as a colourless oil (570 mg, 35%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09102621B2 |
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| Source dataset | uspto-grants-2015_08 |
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| ORD ID | ord-2e4d28557e22415e9b773334eea93f67 |
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| Source note | uspto-grants-2015_08 |
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