HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 67308549, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | 4-Bromo-2-fluorobenzonitrile | HCID 736029 | — |
| Reactant | Methyl 9H-carbazole-4-carboxylate | HCID 19897888 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 67308549 | HCID 67308549 | 81.1% |
Reaction Steps
0.43 g of 4-bromo-2-fluorobenzonitrile, 2.2 g of caesium carbonate, 0.12 g of 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene and 0.04 g of palladium acetate are added successively to a solution of 0.40 g of 9H-carbazole-4-carboxylic acid methyl ester, obtained according to stage 2 of Example 1, in 30 ml of dioxane under an inert argon atmosphere. The reaction mixture is refluxed for 3 hours, and then cooled, filtered and concentrated under reduced pressure. The residue is purified by silica gel chromatography, elution being carried out with a mixture of heptane and ethyl acetate (96/4 by volume), so to give 496 mg of 9-(4-cyano-3-fluorophenyl)-9H-carbazole-4-carboxylic acid methyl ester, the characteristics of which are the following:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08309721B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-194e233567554b6a9201bf5918cd8175 |
| Source note | uspto-grants-2012_11 |