HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Iodide → N-[1-(3-(2-fluorophenoxy)propan-1-yl)piperidin-4-ylmethyl]-5-thia-1,8b-diazaacenaphthylene-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-(3-Chloropropoxy)-2-fluorobenzene | HCID 3018222 | — |
| Reactant | N-(piperidin-4-ylmethyl)-5-thia-1,8b-diazaacenaphthylene-4-carboxamide dihydrochloride | HCID 21993937 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | N-[1-(3-(2-fluorophenoxy)propan-1-yl)piperidin-4-ylmethyl]-5-thia-1,8b-diazaacenaphthylene-4-carboxamide | HCID 21994003 | — |
Reaction Steps
To a solution of 0.58 g (1.5 mM) of N-(piperidin-4-ylmethyl)-5-thia-1,8b-diazaacenaphthylene-4-carboxamide dihydrochloride and 1.0 ml (7.5 mM) of triethylamine in ethanol were added 0.37 g (2.0 mM) of 3-(2-fluorophenoxy)-propyl chloride and 0.28 g (1.9 mM) of sodium iodide at room temperature and the mixture was refluxed under nitrogen for 20 hours. The solvent was then distilled off under reduced pressure and the residue was diluted with water and extracted with chloroform. The organic layer was washed with saturated aqueous solution of sodium chloride and dried over MgSO4. The resulting crude product was purified by column chromatography (methanol/ethyl acetate 30-50%) to provide the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06235731B1 |
| Source dataset | uspto-grants-2001_05 |
| ORD ID | ord-6ddff7085f5f49b5913a8f6f91f6362b |
| Source note | uspto-grants-2001_05 |