HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methoxybenzenesulfonyl chloride → HCID 67607656, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methoxybenzenesulfonyl chloride | HCID 7401 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (R)-Quinuclidin-3-yl 2-amino-2-phenylacetate dihydrochloride | HCID 67425463 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67607656 | HCID 67607656 | 50% |
Reaction Steps
(R)-quinuclidin-3-yl 2-amino-2-phenylacetate dihydrochloride (I25) (150 mg, 0.45 mmol) was suspended in DCM (6 ml) and treated with triethylamine (99 μl, 1.35 mmol). Then 4-methoxybenzene-1-sulfonyl chloride (112 mg, 0.54 mmol) was added, and the reaction was stirred at RT for 3 hours. Solvent was evaporated, and the crude was dissolved in EtOAc and washed with water and brine. The organic phase was dried over Na2SO4, filtered and evaporated. The crude was triturated with Et2O to obtain (R)-quinuclidin-3-yl 2-(4-methoxyphenylsulfonamido)-2-phenylacetate hydrochloride (105 mg; 50% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08772314B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-952e728b79bc43c896c0168419bdfe1b |
| Source note | uspto-grants-2014_07 |