Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 118492011 | HCID 118492011 | — |
| Reactant | HCID 178418750 | HCID 178418750 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 89771099 | HCID 89771099 | 80.3% |
Reaction Steps
A mixture of (S)-N-((R)-1-(3-bromo-5-(trifluoromethyl)phenyl)ethyl)-N,2-dimethyl propane-2-sulfinamide (1 g, 2.6 mmol), Pd(PPh3)2Cl2 (182 mg, 0.26 mmol) and Et2Zn (640 mg, 5.2 mmol) in THF (10 mL) under N2 atmosphere was stirred at 6° C. for 16 h. The reaction was poured into water (15 mL) and then extracted with EtOAc (2×30 mL). The combined organic layers were dried over anhydrous Na2SO4 and then concentrated. The residue was purified by silica gel chromatography (PE/EtOAc=10/1 to 1/1) to give the title compound (700 mg, yield: 80.3%); m/z (ES+): 336 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09181259B2 |
|---|
| Source dataset | uspto-grants-2015_11 |
|---|
| ORD ID | ord-9d07fad3039f4227947647d1279c1147 |
|---|
| Source note | uspto-grants-2015_11 |
|---|