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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2403605Generated: October 31, 2026

Sodium borohydride → Tert-butyl 4-[5-bromo-3-(hydroxymethyl)pyridin-2-yl]piperazine-1-carboxylate

https://huagongshe.com/reaction/2403605

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
ReactantTert-butyl 4-(5-bromo-3-formylpyridin-2-yl)piperazine-1-carboxylateHCID 86667973—
SolventMethanolHCID 887—
ProductTert-butyl 4-[5-bromo-3-(hydroxymethyl)pyridin-2-yl]piperazine-1-carboxylateHCID 6810734791.7%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08802679B2
Source datasetuspto-grants-2014_08
ORD IDord-28a9f422bc034dd9b795f3e0b9308502
Source noteuspto-grants-2014_08