HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86674276, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Chloro-2-formylphenylboronic acid | HCID 3806952 | — |
| Reactant | HCID 62958519 | HCID 62958519 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Solvent | Water ethylacetate | HCID 22728543 | — |
| Product | HCID 86674276 | HCID 86674276 | — |
Reaction Steps
Methyl 3-(5-bromopicolinamido)propanoate (2.0 g, 7.0 mmol), (5-chloro-2-formylphenyl)boronic acid (1.4 g, 7.7 mmol), Pd(dppf)Cl2 (572 mg, 0.7 mmol), and K2CO3 (2.1 g, 15.4 mmol) were dissolved in 1,4-dioxane (24 mL) and water (6 mL) and heated to 90° C. After 3 h the resulting mixture was poured into EtOAc/H2O (30 mL/30 mL) and the layers were separated. The aqueous layer was extracted with EtOAc and the combined organic layers were dried (Na2SO4), concentrated, and purified via column chromatography to yield the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08748624B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-8ef9df2081754ee0b442ac496bed4b60 |
| Source note | uspto-grants-2014_06 |