Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1678770Generated: October 27, 2026

Acetic Acid → HCID 178478339, compound

https://huagongshe.com/reaction/1678770

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTriethylamineHCID 8471—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant4-(5-Chloro-3-phenyl-1,6-naphthyridin-2-yl)benzaldehydeHCID 57500732—
ReactantHCID 178420762HCID 178420762—
SolventEthyl AcetateHCID 8857—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 178478339HCID 178478339—

Reaction Steps

To a stirred solution of 9-1 (0.25 g, 0.73 mMol) and 11-1 (0.23 g, 0.87 mMol) in NMP (5 mL) was added triethylamine (0.3 mL, 2.2 mMol) followed by acetic acid (0.082 mL, 1.5 mMol). After stirring at ambient temperature overnight, sodium triacetoxyborohydride (0.18 g, 0.87 mMol) was added. Upon completion, the reaction was diluted with ethyl acetate and washed with saturated NaHCO3, followed by water, then brine. The organic layer was dried with Na2SO4 and MgSO4, filtered and concentrated in vacuo to yield 11-2. LC/MS calculated: 559.1; observed: 559.3

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08008317B2
Source datasetuspto-grants-2011_08
ORD IDord-38f04832392d44f58108f872ffe038aa
Source noteuspto-grants-2011_08