Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 389282Generated: October 30, 2026

Acetic Acid → HCID 58579955, compound

https://huagongshe.com/reaction/389282

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantEthylamineHCID 6341—
ReactantSodium BicarbonateHCID 516892—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant3-Bromoquinoline-2-carbaldehydeHCID 57355556—
SolventMethanolHCID 887—
ProductHCID 58579955HCID 58579955—

Reaction Conditions

Temperature0 °C

Reaction Steps

3-Bromo-quinoline-2-carbaldehyde (3.34 g, 16.3 mmol), ethylamine (2M in MeOH; 9.78 mL, 19.6 mmol), and acetic acid (1.02 mL, 17.8 mmol) were combined in MeOH (25 mL) and stirred at 0° C. for 30 minutes. Sodium cyanoborohydride (1.53 g, 24.5 mmol) was added, and the reaction was monitored by analytical LCMS. The mixture was worked-up with saturated aqueous NaHCO3 and extracted with CH2Cl2, and the residue was purified by silica gel chromatography (0-5% MeOH in CH2Cl2) to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08378107B2
Source datasetuspto-grants-2013_02
ORD IDord-2f31e7fc1565454ebb4fe7a01297dda9
Source noteuspto-grants-2013_02