HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzylethanolamine → HCID 86648980, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzylethanolamine | HCID 4348 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 3,5-Dichloropyrazine-2-carbaldehyde | HCID 15696840 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86648980 | HCID 86648980 | 70% |
Reaction Steps
To a solution of 3,5-dichloropyrazine-2-carbaldehyde (1.194 g), N-benzylethanolamine (1.02 g) and acetic acid (2.0 mL) in THF (50 mL) was added sodium triacetoxyborohydride (2.87 g), and the mixture was stirred at room temperature overnight. The reaction solution was diluted with ethyl acetate, and basified with saturated aqueous sodium hydrogen carbonate. The organic layer was separated, washed with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by basic silica gel column chromatography (solvent gradient: 5→25% ethyl acetate/hexane) to give the title compound (1.47 g, 70%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08314088B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-86904f1656ac4d0685eac01e460c8a31 |
| Source note | uspto-grants-2012_11 |