HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzamide → HCID 87181084, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzamide | HCID 2331 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | HCID 87180537 | HCID 87180537 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 87181084 | HCID 87181084 | 32.2% |
Reaction Steps
A mixture of EXAMPLE 14A (290.0 mg, 0.716 mmol), benzamide (95 mg, 0.787 mmol), cesium carbonate (233 mg, 0.716 mmol), palladium (II) acetate (8.03 mg, 0.036 mmol), and Xantphos (31.1 mg, 0.054 mmol) in dioxane (7 mL) and N,N-dimethylformamide (0.6 mL) was heated in a Biotage Initiator microwave reactor at 170° C. for 10 min. The solids were filtered and the filtrate concentrated and purified by flash chromatography eluted with a gradient of 97:5:2.5 to 95:5 dichloromethane/ethyl acetate to give 113 mg (32%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08383624B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-16aa5cb2ad82479bac692caac1a2cc22 |
| Source note | uspto-grants-2013_02 |