HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1257465Generated: November 4, 2026
Cesium carbonate → Methyl 2-fluoro-4-({4-[3-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}methyl)benzoate
https://huagongshe.com/reaction/1257465
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3-Fluoro-4-(methoxycarbonyl)benzeneboronic acid | HCID 2782818 | — |
| Reactant | HCID 66939273 | HCID 66939273 | — |
| Solvent | Oxolane--water (1/1) | HCID 21881883 | — |
| Product | Methyl 2-fluoro-4-({4-[3-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}methyl)benzoate | HCID 66939715 | — |
Reaction Steps
Under a nitrogen atmosphere, to a mixed solvent of the compound (270 mg, 0.72 mmol) obtained in Example 190c, 3-fluoro-4-methoxycarbonylphenylboronic acid (170 mg, 0.86 mmol) and cesium carbonate (1.2 g, 3.6 mmol) in tetrahydrofuran-water (v/v=5/1, 6 mL) was added [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) dichloromethane complex (120 mg, 0.14 mmol), and the mixture was stirred at 90° C. overnight. The resulting salt was filtered and removed, and the solvent was evaporated under reduced pressure. The obtained crude product was purified by column chromatography (hexane-hexane/ethyl acetate=75/25) to give the title compound as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08461348B2 |
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| Source dataset | uspto-grants-2013_06 |
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| ORD ID | ord-ccd1fc2be8874aeab2b31744999cc4fb |
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| Source note | uspto-grants-2013_06 |
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