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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1364627Generated: October 27, 2026

Acetic Acid → N-(4-chloro-3-(pyridin-2-yl)phenyl)-4-((dimethylamino)methyl)benzamide

https://huagongshe.com/reaction/1364627

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantFormaldehydeHCID 712—
ReactantDimethylformamideHCID 6228—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant4-(aminomethyl)-N-(4-chloro-3-(pyridin-2-yl)phenyl)benzamideHCID 66877992—
ProductN-(4-chloro-3-(pyridin-2-yl)phenyl)-4-((dimethylamino)methyl)benzamideHCID 58614907—

Reaction Steps

4-(aminomethyl)-N-(4-chloro-3-(pyridin-2-yl)phenyl)benzamide (80 mg) was dissolved in DMF (5 mL) and treated with AcOH (10 □L), paraformaldehyde (48 mg), and sodium triacetoxyborohydride (125 mg) for 16 h. The reaction mixture was concentrated, and the crude residue was dissolved in ethyl acetate and washed with 1 N sodium hydroxide, dried (MgSO4) and concentrated. The crude product was purified by reverse phase HPLC to yield N-(4-chloro-3-(pyridin-2-yl)phenyl)-4-((dimethylamino)methyl)benzamide. MS (Q1) 365.0 (M)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07888364B2
Source datasetuspto-grants-2011_02
ORD IDord-5743bb444b73401fbcdc1b89fcc6d450
Source noteuspto-grants-2011_02