HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 68428007, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Cyanophenylboronic acid | HCID 2734326 | — |
| Reactant | 4-Bromo-7-hydroxy-2-phenyl-thiazolo[4,5-c]pyridine-6-carboxylic acid ethyl ester | HCID 86617354 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 68428007 | HCID 68428007 | 42.9% |
Reaction Steps
A mixture of 4-bromo-7-hydroxy-2-phenyl-thiazolo[4,5-c]pyridine-6-carboxylic acid ethyl ester (300 mg, 0.79 mmole), para-cyanophenylboronic acid (233 mg, 1.59 mmole), cesium carbonate (776 mg, 2.38 mmole) and tetrakis(triphenylphosphine)palladium (92 mg, 0.08 mmole) in dioxane (4 ml) was refluxed for 16 h before it was cooled to room temperature, quenched with water and filtered. The filtrate was partitioned between dichloromethane and water. The organic layer was washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel with a gradient of dichloromethane and hexanes to give the title compound as a white solid (136 mg). MS: (+) m/z 402.32 (M+H+)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07696223B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-ab0b6538530444c7a3407804b6b5eaab |
| Source note | uspto-grants-2010_04 |