HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 89647623, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Iodo-4-methoxybenzoic acid | HCID 12822182 | — |
| Reactant | Dichloromethane methanol | HCID 21226129 | — |
| Reactant | HCID 89649710 | HCID 89649710 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 89647623 | HCID 89647623 | 31% |
Reaction Steps
A mixture of 5-methyl-1H-pyrazole-3-carboxylic acid dibutylamide (0.85 g, 3.6 mmol), 2-iodo-4-methoxybenzoic acid (1.0 g, 3.6 mmol), copper iodide (0.14 g, 0.72 mmol), cesium carbonate (1.2 g, 3.6 mmol), and trans-dimethylaminecyclohexane (0.23 mL, 1.44 mmol) in dioxane (5 mL) was microwaved at 120° C. for 15 minutes. Diluted with ethyl acetate, the crude material was eluted through a silica gel column with a 0 to 100% ethyl acetate/heptane and then 0 to 20% methanol/methylene chloride gradient to afford the title compound (0.43 g, 31% yield). MS (ESI) [m/e, (M+H)+]=388.5.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09126980B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-407dbb41dd3345d1b40c12c773e5df7c |
| Source note | uspto-grants-2015_09 |