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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 747369Generated: October 25, 2026

Acetic Acid → (4-((Pyridin-2-ylamino)methyl)phenyl)methanol

https://huagongshe.com/reaction/747369

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant2-AminopyridineHCID 10439—
Reactant4-(Hydroxymethyl)benzaldehydeHCID 556330—
ReactantSodium triacetoxyborohydrideHCID 5049666—
SolventTetrahydrofuranHCID 8028—
Product(4-((Pyridin-2-ylamino)methyl)phenyl)methanolHCID 2201854374%

Reaction Steps

Using general procedure B: Reaction of 4-hydroxymethyl-benzaldehyde (1.01 g, 7.42 mmol), 2-aminopyridine (697 mg, 7.42 mmol), acetic acid (0.5 mL) and sodium triacetoxyborohydride (3.2 g, 14.8 mmol) in THF (20 mL) at room temperature under N2 for 40 min., then one hour at 50° C., followed by purification of crude material using chromatography on silica gel (2:2:96 CH3OH—NH3 H2O—CH2Cl2), afforded the title compound (1.17 g, 74%) as white foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07396840B2
Source datasetuspto-grants-2008_07
ORD IDord-590dc442cf444255a79a29793759a727
Source noteuspto-grants-2008_07