HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 4-(2-Chloro-pyridin-3-ylamino)-N-cyclopropylmethyl-2-trifluoromethyl-benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Chloro-3-pyridylamine | HCID 80528 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | 4-bromo-N-(cyclopropylmethyl)-2-(trifluoromethyl)benzenesulfonamide | HCID 24948367 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-(2-Chloro-pyridin-3-ylamino)-N-cyclopropylmethyl-2-trifluoromethyl-benzenesulfonamide | HCID 24946708 | — |
Reaction Steps
A mixture of 4-Bromo-N-cyclopropylmethyl-2-trifluoromethyl-benzenesulfonamide (150 mg), Pd(OAc)2 (9.5 mg), BINAP (26 mg), cesium carbonate (164 mg) and 2-Chloro-pyridin-3-ylamine (108 mg) in 15 ml toluene was relaxed for 12 hours. The reaction mixture was eluted through a silica bed with Toluene and then with PE:EtOAc (1:1). The toluene fraction was discarded and the solvent of the PE:EtOAc fraction was removed under reduced pressure. The crude product was purified by Combiflash (linear gradient PE-THF). Yield 25 mg, 15%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09422235B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-19647fe899654b119e212658bcacbbd1 |
| Source note | uspto-grants-2016_08 |