HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 4-(3-{1-[3-(4-Cyanophenoxy)propyl]-4-piperidinyl}propoxy)-2-fluorobenzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 10879224 | HCID 10879224 | — |
| Reactant | HCID 59263044 | HCID 59263044 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-(3-{1-[3-(4-Cyanophenoxy)propyl]-4-piperidinyl}propoxy)-2-fluorobenzonitrile | HCID 68690425 | 42.3% |
Reaction Steps
To an N,N-dimethylformamide solution (2.0 mL) of 0.10 g of 2-fluoro-4-[3-(4-piperidinyl)propoxy]benzonitrile were sequentially added 0.10 g of potassium carbonate and 0.13 g of 4-(3-bromopropoxy)benzonitrile at room temperature, which was then stirred at the same temperature for 13 hours. Ethyl acetate, water, and toluene were added to the reaction mixture. The organic layer was separated and dried with anhydrous sodium sulfate, followed by distilling off the solvent under reduced pressure. The resultant residue was purified using silica gel column chromatography (eluent; chloroform:methanol=4:1) to provide 68 mg of 4-(3-{1-[3-(4-cyanophenoxy)propyl]-4-piperidinyl}propoxy)-2-fluorobenzonitrile as white solid form.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07700623B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-7350d92f37e84d9abeb5972589917bb8 |
| Source note | uspto-grants-2010_04 |