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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 872838Generated: October 30, 2026

Picolinic acid → HCID 67168545, compound

https://huagongshe.com/reaction/872838

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPicolinic acidHCID 1018—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
ReactantHCID 67168460HCID 67168460—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67168545HCID 67168545—

Reaction Steps

2-(5-Bromofuran-2-yl)-2-phenylsulfanylethylamine (0.28 g, 0.0009389 mol), 2-pyridinecarboxylic acid (0.12 g, 0.001005 mol) and EDCI were stirred in dry THF (10 ml). After disappearing of the starting material the solvent was evaporated. Then chloroform was added and the solution was washed with 1 M Na2CO3 and water, dried with Na2SO4 and evaporated. The crude product was purified by flash chromatography using heptane-EtOAc as a gradient eluent (85:15-70:30). 1H NMR (400 MHz, DMSO-d6): 3.75-3.80 (2H, m), 4.78-4.84 (1H, m), 6.33-6.37 (2H, m), 6.44 (1H, d), 7.26-7.40 (4H, m), 7.59-7.62 (1H, m), 7.97-8.04 (2H, m), 8.62-8.64 (1H, m), 9.08 (1H, m).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08975254B2
Source datasetuspto-grants-2015_03
ORD IDord-deb2966bf6414da4aa3ad468914d1b98
Source noteuspto-grants-2015_03