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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 7185Generated: October 26, 2026

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

https://huagongshe.com/reaction/7185

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 numberUS07084155B2
Source datasetuspto-grants-2006_08
ORD IDord-5a2f7a20ec2f494cadf3ca0313a915ff
Source noteuspto-grants-2006_08