HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Iodide → HCID 117856952, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | tert-butyl N-(pyrrolidin-3-yl)carbamate | HCID 2757234 | — |
| Reactant | 1-(3-Bromopropyl)-4-methoxybenzene | HCID 12776996 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 117856952 | HCID 117856952 | — |
Reaction Steps
Pyrrolidin-3-yl-carbamic acid tert-butyl ester (250 mg, 1.35 mmol) and 1-(3-Bromo-propyl)-4-methoxy-benzene (375 μl, 2.15 mmol), potassium carbonate (550 mg, 4 mmol) and sodium iodide (50 mg, 0.33 mmol) are dissolved in acetonitril and stirred at reflux overnight. The reaction is filtered and purified by preparative HPLC-MS (MeOH/H2O+0.1% TFA). 2 M K2CO3 is added to relevant fractions to prevent cleavage of boc group during solvent evaporation. Methanol is removed under reduced pressure and the remaining aqueous phase is extracted with dichloromethane. The solvent is removed in vacuo. LC (method F): tR=1.61 min; Mass spectrum (ESI+): m/z=335 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09096548B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-0180bf8f05334f2f832347ba3ce353bf |
| Source note | uspto-grants-2015_08 |