HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → Tert-butyl 4-[5-bromo-3-(hydroxymethyl)pyridin-2-yl]piperazine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | Tert-butyl 4-(5-bromo-3-formylpyridin-2-yl)piperazine-1-carboxylate | HCID 86667973 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Tert-butyl 4-[5-bromo-3-(hydroxymethyl)pyridin-2-yl]piperazine-1-carboxylate | HCID 68107347 | 91.7% |
Reaction Steps
To a mixture of tert-butyl 4-(5-bromo-3-formylpyridin-2-yl)piperazine-1-carboxylate (1 g) and MeOH (20 ml) was added sodium borohydride (153 mg). After stirring at room temperature for 2 hours, the solvent was evaporated under reduced pressure. To the obtained residue was added water, followed by extraction with EtOAc. The organic layer was dried over MgSO4, and then the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain tert-butyl 4-[5-bromo-3-(hydroxymethyl)pyridin-2-yl]piperazine-1-carboxylate (922 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08802679B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-28a9f422bc034dd9b795f3e0b9308502 |
| Source note | uspto-grants-2014_08 |