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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1789658Generated: October 30, 2026

4-Fluorobenzaldehyde → 5-[(4-Fluorobenzyl)amino]-pyridin-2-yl methyl sulfide

https://huagongshe.com/reaction/1789658

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-FluorobenzaldehydeHCID 68023—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant6-(Methylsulfanyl)pyridin-3-amineHCID 10261179—
SolventDichloromethaneHCID 6344—
Product5-[(4-Fluorobenzyl)amino]-pyridin-2-yl methyl sulfideHCID 2203617740.3%

Reaction Steps

To 344 μL (3.20 mmol) of 4-fluorobenzaldehyde and 449 mg (3.20 mmol) of 5-amino-2-methylthio-pyridine dissolved in 8 mL dichloromethane was added 1.11 g (5.25 mmol) sodium triacetoxyborohydride. The reaction mixture was stirred at room temperature for 5 h, and partitioned between ethyl acetate and water, dried over MgSO4 and concentrated to obtain 320 mg of 5-[(4-fluorobenzyl)amino]-pyridin-2-yl methyl sulfide, pure by 1H NMR.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07071177B2
Source datasetuspto-grants-2006_07
ORD IDord-f199975ddd8f47c0ab9cb67abdf59a3f
Source noteuspto-grants-2006_07