HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 3-[(7-{5-[(Phenylsulfonyl)amino]-3-pyridinyl}-2-quinoxalinyl)amino]benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | N-[5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl]benzenesulfonamide | HCID 52936632 | — |
| Reactant | 3-[(7-Bromo-2-quinoxalinyl)amino]-5-(methyloxy)benzoic acid | HCID 68508135 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 3-[(7-{5-[(Phenylsulfonyl)amino]-3-pyridinyl}-2-quinoxalinyl)amino]benzoic acid | HCID 57843428 | 16.5% |
Reaction Steps
A slurry of 3-[(7-bromo-2-quinoxalinyl)amino]-5-(methyloxy)benzoic acid (0.73 mmol), N-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-pyridinyl]benzenesulfonamide (0.80 mmol), and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) dichloromethane complex (1:1) (0.06 mmol) in 1,4-dioxane (4 ml) and 2M solution potassium carbonate (2 ml) was stirred at 100° C. for 18 hours. The reaction was cooled to ambient temperature, separated the organic layer and purified directly on silica by column chromatography (100% ethyl acetate). The desired fractions were combined and concentrated to give the title compound (60 mg, 16%) as a yellow solid. MS(ES)+ m/e 497.8 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07592342B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-57fac613d192465581e303ac1a12a843 |
| Source note | uspto-grants-2009_09 |