HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → (+/-)-4-[1-(5,6-Diphenylpyrazin-2-yl)pyrrolidin-2-yl]-1-butanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | (+/-)-1-[1-(5,6-Diphenylpyrazin-2-yl)pyrrolidin-2-yl]-4-(2-tetrahydropyranyloxy)butane | HCID 22931951 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (+/-)-4-[1-(5,6-Diphenylpyrazin-2-yl)pyrrolidin-2-yl]-1-butanol | HCID 18452667 | 107.8% |
Reaction Steps
To a solution of 1.25 g of (±)-1-[1-(5,6-diphenylpyrazin-2-yl)pyrrolidin-2-yl]-4-(2-tetrahydropyranyloxy)butane in 13 ml of methanol, 0.52 g of p-toluenesulfonic acid monohydrate was added, followed by stirring at room temperature for 3 hours. The reaction solution was alkalified by adding an aqueous saturated sodium hydrogen carbonate solution, and then extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure to obtain 1.10 g of the desired compound as a pale yellow oily substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07205302B2 |
| Source dataset | uspto-grants-2007_04 |
| ORD ID | ord-b7c34754af254a2e9272709fe1e0424b |
| Source note | uspto-grants-2007_04 |