HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → HCID 22248100, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 22248093 | HCID 22248093 | — |
| Reactant | 3-(tert-Butoxy)pyrazine-2-carbaldehyde | HCID 22248280 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 22248100 | HCID 22248100 | 52.2% |
Reaction Steps
After then dissolving 44 mg of 3-tert-butoxypyrazine-2-carboxaldehyde and 49 mg of the 4-[(2-fluorophenylsulfinyl)methyl]piperidine in 2 ml of dichloromethane, 65 mg of sodium triacetoxyborohydride was added and the mixture was stirred overnight at room temperature. A 1N sodium hydroxide solution was added to the reaction mixture and extraction was performed with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (solvent: ethyl acetate/methanol) to obtain the title compound (43 mg, 52% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07915274B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-e612f0ba79a14bcaa35bc1d0013478ff |
| Source note | uspto-grants-2011_03 |