HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 67606490, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,2,2-Trifluoroethanesulfonyl chloride | HCID 74242 | — |
| Reactant | (R)-Quinuclidin-3-yl 2-amino-2-phenylacetate dihydrochloride | HCID 67425463 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67606490 | HCID 67606490 | 41% |
Reaction Steps
To a solution of (R)-quinuclidin-3-yl 2-amino-2-phenylacetate dihydrochloride (I25) (120 mg, 0.36 mmol) in DCM (4 ml) and triethylamine (105 μl, 1.44 mmol), was added 2,2,2-trifluoroethanesulfonyl chloride (47.5 μl, 0.43 mmol). The reaction was stirred at RT for 3 hours, and then it was diluted with DCM and washed with water, brine and 1M K2CO3. The organic phase was dried with Na2SO4, filtered, and evaporated. The crude was purified with flash chromatography (DCM/MeOH=9/1) to obtain (R)-quinuclidin-3-yl 2-phenyl-2-(2,2,2-trifluoroethylsulfonamido)acetate (60 mg; 41% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08772314B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-e8316a4840474921aefc6c5253294e07 |
| Source note | uspto-grants-2014_07 |