HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium fluoride → 4'-(tert-Butyl-methyl-sulfamoyl)-biphenyl-4-carboxylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium fluoride | HCID 25953 | — |
| Reactant | Tricyclohexylphosphine | HCID 75806 | — |
| Reactant | Methyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate | HCID 2773500 | — |
| Reactant | HCID 57980036 | HCID 57980036 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Product | 4'-(tert-Butyl-methyl-sulfamoyl)-biphenyl-4-carboxylic acid methyl ester | HCID 57980165 | 65% |
Reaction Steps
Procedure S′: 4′-(tert-Butyl-methyl-sulfamoyl)-biphenyl-4-carboxylic acid methyl ester is prepared in a manner substantially analogous to Procedure O′ using 4-bromo-N-tert-butyl-N-methyl-benzenesulfonamide (459 mg, 1.5 mmol), 4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzoic acid methyl ester (CAS 17136-80-0) (490 mg, 1.87 mmol), tricyclohexylphosphine (65 mg, 0.23 mmol), Pd(OAc)2 (34 mg, 0.15 mmol), and CsF (906 mg, 6 mmol) to give the intermediate 4′-(tert-Butyl-methyl-sulfamoyl)-biphenyl-4-carboxylic acid methyl ester (350 mg, 65% yield). MS (ES+) 384.1 (M+Na)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07632857B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-57dd0475073f456ea07a815e907ef790 |
| Source note | uspto-grants-2009_12 |