HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 269569Generated: October 25, 2026
Potassium Carbonate → Ethyl 6-{5'-chloro-2'-[(phenylmethyl)oxy]-2-biphenylyl}2-pyridinecarboxylate
https://huagongshe.com/reaction/269569
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ethyl 6-Bromopicolinate | HCID 2758810 | — |
| Reactant | {5'-Chloro-2'-[(phenylmethyl)oxy]-2-biphenylyl}boronic acid | HCID 69312320 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene ethanol | HCID 21863594 | — |
| Product | Ethyl 6-{5'-chloro-2'-[(phenylmethyl)oxy]-2-biphenylyl}2-pyridinecarboxylate | HCID 58730986 | 83.4% |
Reaction Steps
A mixture of {5′-chloro-2′-[(phenylmethyl)oxy]-2-biphenylyl}boronic acid (1.32 g, 3.9 mmol), ethyl 6-bromopicolinate (851 mg, 3.7 mmol), potassium carbonate (2.76 g, 20 mmol) and tetrakis(triphenylphosphine)palladium(0) (232 mg, 0.2 mmol) in 1:1 toluene/ethanol (25 ml) was stirred and heated at 90° C. under nitrogen for 1.5 hours. After cooling and dilution with diethyl ether/water the organic phase was separated, dried (magnesium sulphate) and evaporated. The residue was chromatographed on silica eluting with ethyl acetate/iso-hexane (3:17) to give 1.37 g of white solid. LC/MS t=3.76, [MH+] 444.3
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07446222B2 |
|---|
| Source dataset | uspto-grants-2008_11 |
|---|
| ORD ID | ord-49b07c40d36c476eb5b4ef4f59ccdffb |
|---|
| Source note | uspto-grants-2008_11 |
|---|