HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1966497Generated: October 25, 2026
Dimethyl Sulfoxide → Methyl 5,5'-difluoro-2'-nitrobiphenyl-2-carboxylate
https://huagongshe.com/reaction/1966497
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | 2-Bromo-4-fluoro-1-nitrobenzene | HCID 2756993 | — |
| Reactant | Methyl 2-bromo-4-fluorobenzoate | HCID 7210837 | — |
| Catalyst | Copper | HCID 23978 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Methyl 5,5'-difluoro-2'-nitrobiphenyl-2-carboxylate | HCID 67296874 | 113.3% |
Reaction Steps
To 2-bromo-4-fluoro-1-nitrobenzene (185.16 mg, 0.842 mmol) was added Pd2dba3 (23.12 mg, 0.025 mmol) and copper powder (271 mg, 4.26 mmol). Dimethylsulfoxide (2.3 ml) and methyl 2-bromo-4-fluorobenzoate (0.122 ml, 0.842 mmol) were added and the mixture was stirred vigorously at 100° C. for 2 h. The mixture was cooled to room temperature, diluted with ethyl acetate (20 ml), and filtered. The filtrate was washed with water and dried (anhydrous Na2SO4) and concentrated to give a yellow oil (279.8 mg). This oil was utilized without purification for the preparation of Example 38b.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08420596B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-e260a73252e14908b3c8a6724e3c06a4 |
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| Source note | uspto-grants-2013_04 |
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