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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2202579Generated: October 30, 2026

2-Bromo-4-pyridinecarboxaldehyde → HCID 86680285, compound

https://huagongshe.com/reaction/2202579

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Bromo-4-pyridinecarboxaldehydeHCID 2762991—
Reactant4-BenzhydryloxypiperidineHCID 3017584—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantSodium bicarbonate waterHCID 86585896—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductHCID 86680285HCID 8668028569.4%

Reaction Steps

A mixture of 904 mg of 4-benzhydryloxypiperidine synthesized in Production Example 1, 6.4 mL of dichloromethane, and 629 mg of 2-bromo-4-pyridinecarbaldehyde was stirred for 50 minutes. Sodium triacetoxyborohydride (1.075 g) was added thereto little by little, and the resulting mixture was stirred for 14 hours. The resulting mixture was diluted with ethyl acetate, and the diluted mixture was thrown into sodium bicarbonate water. The organic layer was collected by separation and washed with a saturated saline solution. The washed organic layer was dried over magnesium sulfate, and the solvent was distilled off. The resulting product was subjected to a silica gel column chromatography (hexane/ethyl acetate (volume ratio)=2:1 to 1:1) to give the title compound (1.027 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365553B2
Source datasetuspto-grants-2016_06
ORD IDord-3c072fdd12954a6cac247e1cbcf1af58
Source noteuspto-grants-2016_06