HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → n-Cyclopropylmethyl-4-[(6,6-dimethyl-bicyclo[3.1.1]hept-3-ylmethyl)-amino]-2-trifluoromethyl-benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | Myrtanylamine, cis-(-)- | HCID 11194443 | — |
| Reactant | 4-bromo-N-(cyclopropylmethyl)-2-(trifluoromethyl)benzenesulfonamide | HCID 24948367 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | n-Cyclopropylmethyl-4-[(6,6-dimethyl-bicyclo[3.1.1]hept-3-ylmethyl)-amino]-2-trifluoromethyl-benzenesulfonamide | HCID 68522976 | 42% |
Reaction Steps
Mixture of 4-bromo-N-cyclopropylmethyl-2-trifluoromethylbenzenesulfonamide (200 mg, 0.55 mmol), (−)-cis-myrtanylamine (153 mg, 1.0 mmol), Pd(OAc)2 (26 mg, 0.1 mmol), BINAP (62 mg, 0.1 mmol) and cesium carbonate (401 mg, 1.26 mmol) in 15 ml toluene was relaxed for 6 hours. Toluene was evaporated in vacuum and crude oil was purified by Combiflash (PE-THF). Yield 42%
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09422235B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-300ce48f50344046b6aaade3c4420672 |
| Source note | uspto-grants-2016_08 |