HuagongsheHuagongshe Chemistry Print Report · For research reference only
9-Borabicyclo(3.3.1)nonane → (R)-1-[4-(4-chlorophenoxy)phenyl]-2-[3-(trifluoromethyl)phenyl]pyrrolidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 9-Borabicyclo(3.3.1)nonane | HCID 78966 | — |
| Reactant | (R)-1-[4-(4-chlorophenoxy)phenyl]-5-[3-(trifluoromethyl)phenyl]pyrrolidin-2-one | HCID 59485681 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (R)-1-[4-(4-chlorophenoxy)phenyl]-2-[3-(trifluoromethyl)phenyl]pyrrolidine | HCID 59485613 | 82% |
Reaction Steps
A mixture of (R)-1-[4-(4-chlorophenoxy)phenyl]-5-[3-(trifluoromethyl)phenyl]pyrrolidin-2-one (6.4 mg, 0.015 mmol), THF (0.5 mL) and 9-BBN (0.5 M in hexane, 0.5 mL) is stirred at room temperature overnight. After concentration, the residue is purified on silica gel (0-30% ethyl acetate in hexane) to give the title compound (5.1 mg, 82%) as a colorless oil. HPLC-MS calculated for C23H19ClF3NO (M+H+) 418.11, found 418.10.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08431607B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-c925db0778aa486399f19a65bbdbd8fa |
| Source note | uspto-grants-2013_04 |