HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 709841Generated: October 30, 2026
Sodium Carbonate → HCID 117759986, compound
https://huagongshe.com/reaction/709841
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Fluoro-5-methoxyphenylboronic acid | HCID 4157211 | — |
| Reactant | 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl | HCID 11269872 | — |
| Reactant | HCID 117760221 | HCID 117760221 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 117759986 | HCID 117759986 | 96.3% |
Reaction Steps
To methyl 3-(3-((5-bromo-4-(4-(trifluoromethyl)phenyl)thiazol-2-yl)methoxy)phenyl)-3-cyclopropylpropanoate (115 mg) in toluene (10 mL) were added (2-fluoro-5-methoxyphenyl)boronic acid (108 mg), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (26 mg), tris(dibenzylideneacetone)dipalladium(0) (20 mg) and 2.0 M aqueous sodium carbonate solution (0.32 mL), and the mixture was stirred at 100° C. for 1 hr. The mixture was allowed to cool to room temperature, and water was added. The reaction mixture was extracted with ethyl acetate, and the extract was washed with saturated brine. The organic layer was dried over anhydrous sodium 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 (120 mg) as orange crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09181186B2 |
|---|
| Source dataset | uspto-grants-2015_11 |
|---|
| ORD ID | ord-8d1be6937dfa41cca800d9ad62bbe878 |
|---|
| Source note | uspto-grants-2015_11 |
|---|