HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 531063Generated: October 30, 2026
Sodium Carbonate → HCID 117992144, compound
https://huagongshe.com/reaction/531063
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Cyclopropylboronic acid | HCID 2760897 | — |
| Reactant | 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl | HCID 11269872 | — |
| Reactant | HCID 117992336 | HCID 117992336 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 117992144 | HCID 117992144 | 96.1% |
Reaction Steps
A mixture of ethyl 4′-fluoro-2-isopropoxy-6-(((trifluoromethyl)sulfonyl)oxy)biphenyl-4-carboxylate (1.67 g), cyclopropylboronic acid (0.955 g), dicyclohexyl(2′,6′-dimethoxybiphenyl-2-yl)phosphine (228 mg), a 2 M aqueous sodium carbonate solution (5.56 mL), tris(dibenzylideneacetone)dipalladium(0) (238 mg), and toluene (15 mL) was stirred at 100° C. for 2 hours in an argon atmosphere. The reaction mixture was filtered, and then, the filtrate was poured to water, followed by extraction with ethyl acetate. The obtained organic layer was dried over anhydrous magnesium sulfate, and then, the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) to obtain the title compound (1.22 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09353108B2 |
|---|
| Source dataset | uspto-grants-2016_05 |
|---|
| ORD ID | ord-a4a46f91f4894cbeaf72fcae62431d5c |
|---|
| Source note | uspto-grants-2016_05 |
|---|