HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1475779Generated: October 30, 2026
Dimethylformamide → 3'-Chloro-5-fluoro-6,4'-dimethoxy-biphenyl-3-carboxylic Acid Methyl Ester
https://huagongshe.com/reaction/1475779
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3-Chloro-4-methoxybenzeneboronic acid | HCID 3247522 | — |
| Reactant | Methyl 3-bromo-5-fluoro-4-methoxybenzoate | HCID 67076673 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3'-Chloro-5-fluoro-6,4'-dimethoxy-biphenyl-3-carboxylic Acid Methyl Ester | HCID 67171306 | 81% |
Reaction Steps
500 mg of 3-Bromo-5-fluoro-4-methoxy-benzoic acid methyl ester, 532 mg of 3-chloro-4-methoxyphenylboronic acid, 110 mg of tetrakis(triphenylphosphine) palladium(0), and 2.5 g Cs2CO3 were dissolved using 16.5 ml of DMF and 3.5 ml of water. The reaction mixture was stirred at 45° C. for 2 h and then poured into 75 ml of water. The reaction mixture was then extracted three times using 50 ml of EA each. The organic layer was washed twice using 25 ml of a half-saturated aqueous NaCl-solution, dried using MgSO4 and evaporated. Chromatography on silica gel using EA/HEP 1:3 yielded 500 mg of the title compound, viscous oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09018383B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-f64efd2a6fe44bcebb4527accda3124e |
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| Source note | uspto-grants-2015_04 |
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