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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 968275Generated: November 3, 2026

Acetic Acid → HCID 22288621, compound

https://huagongshe.com/reaction/968275

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantBenzaldehydeHCID 240—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 22288624HCID 22288624—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 22288621HCID 22288621—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a stirred solution of 3-{5-[(2,4-difluorophenyl)amino]-1,3,4-oxadiazol-2-yl}-N-piperidin-4-ylpropanamide (200 mg) in N-methylpyrrolidinone (4 ml) was added benzaldehyde (115 μl) and glacial acetic acid (0.04 ml). The reaction mixture was then heated at 80° C. for 1 hour before being left to cool and sodium triacetoxyborohydride (242 mg) added. The mixture was then stirred at room temperature for 8 hours before being evaporated to dryness and the residue separated into basic and non-basic components using SCX chromatography. Basic fractions were combined and evaporated to dryness. The residue was purified by RPHPLC (MeCN with NH3 buffer). Fractions containing the desired product were combined and evaporated to dryness to give the title compound. (92 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06958350B2
Source datasetuspto-grants-2005_10
ORD IDord-00fdf851cb57443a9e6e75f250cff85c
Source noteuspto-grants-2005_10