HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(Trifluoromethyl)benzenesulfonyl chloride → 7-(3-Bromophenyl)-9-(4-(trifluoromethyl)phenylsulfonyl)-9-azabicyclo[3.3.1]nonan-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(Trifluoromethyl)benzenesulfonyl chloride | HCID 2777399 | — |
| Reactant | 7-(3-Bromophenyl)-9-azabicyclo[3.3.1]nonan-3-one | HCID 67303666 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 7-(3-Bromophenyl)-9-(4-(trifluoromethyl)phenylsulfonyl)-9-azabicyclo[3.3.1]nonan-3-one | HCID 67303216 | 19% |
Reaction Steps
7-(3-Bromophenyl)-9-azabicyclo[3.3.1]nonan-3-one (90) and 4-(trifluoromethyl)benzene-1-sulfonyl chloride (12.25 g, 50.1 mmol) in pyridine (100 ml) and CH2Cl2 (100 ml) was stirred for 24 h. The solution was concentrated and flash chromatographed with CH2Cl2 as the eluant to yield 2.29 g (19% yield over 4 steps) of compound 91 as a pink solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08283358B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-337143da13124f6d85d6c57f80682400 |
| Source note | uspto-grants-2012_10 |