HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2392272Generated: October 29, 2026
Potassium Carbonate → Methyl 4-bromo-3-methylthiophene-2-carboxylate
https://huagongshe.com/reaction/2392272
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methylboronic Acid | HCID 139377 | — |
| Reactant | Methyl 4-bromo-3-{[(trifluoromethyl)sulfonyl]oxy}-2-thiophenecarboxylate | HCID 56933717 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| Product | Methyl 4-bromo-3-methylthiophene-2-carboxylate | HCID 59212115 | 84% |
Reaction Steps
To a solution of methyl 4-bromo-3-{[(trifluoromethyl)sulfonyl]oxy}-2-thiophenecarboxylate (825 mg, 2.25 mmol) in dioxane/H2O (5 mL/1 mL) was added K2CO3 (930 mg, 6.75 mmol), tetrakistriphenylphosphine Pd(0) (260 mg, 0.22 mmol), and methylboronic acid (175 mg, 2.91 mmol). The reaction mixture was heated to 70° C. in a sealed tube for 12 h. The reaction solution was concentrated under vacuum and purified on silica gel (hexanes/EtOAc, 9:1) to give the title compound (441 mg, 84%) as a brown solid: LC-MS (ES) m/z 236 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08273782B2 |
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| Source dataset | uspto-grants-2012_09 |
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| ORD ID | ord-ed7261683e3a445eb1d7bf245bb94a3b |
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| Source note | uspto-grants-2012_09 |
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