HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 60588Generated: October 25, 2026
1,2-Dimethoxyethane → Methyl 4-fluoro-2-(pyridin-4-yl)benzoate
https://huagongshe.com/reaction/60588
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,2-Dimethoxyethane | HCID 8071 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | (Pyridin-4-yl)boronic acid | HCID 2734379 | — |
| Reactant | Methyl 2-bromo-4-fluorobenzoate | HCID 7210837 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Product | Methyl 4-fluoro-2-(pyridin-4-yl)benzoate | HCID 46317422 | 59.8% |
Reaction Steps
A mixture of methyl 2-bromo-4-fluorobenzoate (1.5 g), pyridine-4-boronic acid (0.95 g), sodium carbonate (1.0 g), tetrakis(triphenylphosphine)palladium(0) (0.22 g), water (1.5 mL) and DME (9.0 mL) was stirred at 120° C. for 1 hr under microwave irradiation. The reaction mixture was diluted with water, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (0.89 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09440990B2 |
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| Source dataset | uspto-grants-2016_09 |
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| ORD ID | ord-279aedb3060b49db9ab32e904f7320cc |
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| Source note | uspto-grants-2016_09 |
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