HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1483740Generated: October 30, 2026
Potassium Carbonate → 6-(4-Bromo-3-formyl-phenoxy)-2-(2,2-difluoro-ethoxy)-nicotinonitrile
https://huagongshe.com/reaction/1483740
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Bromo-5-hydroxybenzaldehyde | HCID 387179 | — |
| Reactant | 6-Chloro-2-(2,2-difluoro-ethoxy)-nicotinonitrile | HCID 86636458 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-(4-Bromo-3-formyl-phenoxy)-2-(2,2-difluoro-ethoxy)-nicotinonitrile | HCID 86636459 | 90.5% |
Reaction Steps
A mixture of 6-chloro-2-(2,2-difluoro-ethoxy)-nicotinonitrile (5.01 g, 22.9 mmol), 2-bromo-5-hydroxy-benzaldehyde (3.84 g, 19.1 mmol) and K2CO3 (5.3 g, 38 mmol) in dimethylformamide (30 mL) was heated to 110° C. for 3 hours. The reaction mixture was cooled to room temperature, diluted with H2O (800 mL) and extracted with ethyl acetate (4×800 mL). The organic extracts were combined, dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel flash column chromatography (20% ethyl acetate/hexanes) to give the title compound as a white solid (6.62 g, 90%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09416146B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-84ac435e36fd45d3b80e89cfe7f5907a |
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| Source note | uspto-grants-2016_08 |
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