HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 67107011, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 5-Indolylboronic acid | HCID 2734361 | — |
| Reactant | Methyl 2-chloropyridine-4-carboxylate | HCID 2736842 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 67107011 | HCID 67107011 | 25% |
Reaction Steps
2-Chloroisonicotinic acid methyl ester (1.22 g, 7.11 mmol), 1H-indole-5-boronic acid (1.15 g, 7.13 mmol), 2M-aqueous sodium carbonate solution (10 mL, 20 mmol) and tetrakis(triphenylphosphine)palladium (0.41 g, 0.35 mmol) were dissolved in toluene (140 mL), and stirred for 12 h under reflux. After completion of the reaction, ethyl acetate (200 mL) was added, and washed with aqueous sodium chloride solution. The organic layer was separated, dried over anhydrous magnesium sulfate, concentrated under reduced pressure and purified by column chromatography to give the title compound (440 mg, 1.74 mmol, 25% Yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08729273B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-1355a1dc849a4e0c8d43fc4122e982ab |
| Source note | uspto-grants-2014_05 |