HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Methylpiperazine → 2-Chloro-5-((4-methylpiperazin-1-yl)methyl)pyrazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Methylpiperazine | HCID 53167 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 5-Chloropyrazine-2-carbaldehyde | HCID 21698067 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-Chloro-5-((4-methylpiperazin-1-yl)methyl)pyrazine | HCID 103054001 | — |
Reaction Steps
Sodium triacetoxyborohydride (870 mg) was added to a solution of 5-chloropyrazine-2-carbaldehyde (390 mg) and 1-methylpiperazine (0.335 mL) in acetonitrile (10 mL) at 0° C. The reaction mixture was stirred at room temperature for 4 hr. To the reaction mixture was added saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed successively with water and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (basic silica gel, hexane/ethyl acetate) to give the title compound (285 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09085578B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-56f3bbd6b62c4654a9186ee211039636 |
| Source note | uspto-grants-2015_07 |