HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 2-Methoxy-3-(4-(2-methylphenoxymethyl)piperidino]methyl-pyrazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 3-Methoxypyrazine-2-carbaldehyde | HCID 15880597 | — |
| Reactant | 4-[(2-Methylphenoxy)methyl]piperidine hydrochloride | HCID 17232996 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-Methoxy-3-(4-(2-methylphenoxymethyl)piperidino]methyl-pyrazine | HCID 10172028 | 87.1% |
Reaction Steps
After suspending 200 mg of 4-(2-methylphenoxymethyl)piperidine hydrochloride in 5 ml of dichloromethane, 137 mg of 3-methoxypyrazine-2-carboxaldehyde [CAS No. 63874-90-8] and 264 mg of sodium triacetoxyborohydride were added while stirring, and the stirring was continued overnight at room temperature. Aqueous sodium carbonate 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: n-hexane/ethyl acetate) to obtain the title compound (236 mg, 87% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07915274B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-c18b78494f574137a30973c9b726bb8e |
| Source note | uspto-grants-2011_03 |