HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonyl chloride → HCID 86721883, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 86721882 | HCID 86721882 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86721883 | HCID 86721883 | 100% |
Reaction Steps
To a solution of N-(4-chloro-benzyl)-N-isobutyl-4-((+/−)trans-3-triisopropylsilanyloxy-piperidin-4-yloxy)-benzenesulfonamide (185 mg, 304 μmol) in DCM (5 mL) was added DIPEA (106 μL, 609 μmol) followed by methanesulfonyl chloride (1 mL of a 231 μL, 3 mmol solution in 10 mL of DCM) and the reaction stirred at room temperature for 1 hour. Saturated aqueous NaHCO3 was then added, extracted with DCM, filtered through a phase separator and concentrated to give N-(4-Chloro-benzyl)-N-isobutyl-4-((+/−)trans-1-methanesulfonyl-3-triisopropylsilanyloxy-piperidin-4-yloxy)-benzenesulfonamide (271 mg, 100%). LCMS (m/z, Method A) ES+ 709 [M+23]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09382222B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-188ae97b186245b69684685f54371da6 |
| Source note | uspto-grants-2016_07 |