Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | p-Fluoronitrobenzene | HCID 9590 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | HCID 53849828 | HCID 53849828 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 57040738 | HCID 57040738 | 84.3% |
Reaction Steps
A mixture of 0.500 g (1.89 mmol) of (7R,9aS)-7-(4-fluorophenoxy)methyl-2,3,4,6,7,8,9,9a-octahydro-1H-pyrido[1,2-a]pyrazine (Preparation 8), 0.400 g (2.84 mmol) of 4-fluoronitrobenzene and 0.401 g (3.78 mmol) of sodium carbonate in 15 mL of DMSO was heated at 95° C. for 16 h. The mixture was cooled to room temperature, acidified with 1M HCl, washed with ethyl ether (3×), basified with conc. ammonium hydroxide and extracted with ethyl acetate (3×). The combined organic layers were washed with water and brine, dried (magnesium sulfate), filtered and evaporated to give 0.614 g of (7R,9aS)-7-(4-fluorophenoxy)methyl-2-(4-nitrophenyl)-2,3,4,6,7,8,9,9a-octahydro-1H-pyrido[1,2-a]pyrazine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05852031 |
|---|
| Source dataset | uspto-grants-1998_12 |
|---|
| ORD ID | ord-d9451f317a474454b235cf679e31bd09 |
|---|
| Source note | uspto-grants-1998_12 |
|---|