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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 710563Generated: October 29, 2026

Picolinic acid → HCID 66691938, compound

https://huagongshe.com/reaction/710563

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPicolinic acidHCID 1018—
ReactantTriethylamineHCID 8471—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantHCID 66692527HCID 66692527—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductHCID 66691938HCID 6669193879.6%

Reaction Steps

Picolinic acid (69.0 mg, 0.56 mmol) was dissolved in dichloromethane (4.0 mL), and then HOBt (70.0 mg, 0.56 mmol), WSC (107 mg, 0.56 mmol), the compound (200 mg, 0.37 mmol) obtained in Example 73 (1) and Et3N (103 μL, 0.74 mmol) were added thereto, followed by stirring at room temperature overnight. Water was added to the reaction mixture, and after extraction with chloroform, the extract was washed with water and a saturated sodium chloride aqueous solution, and dried over anhydrous magnesium sulfate. After the desiccant was filtered off, the residue obtained by evaporation under reduced pressure was purified using medium pressure silica gel flash column chromatography (methanol:chloroform=1:50), thereby giving the title compound (132 mg, 79%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181183B2
Source datasetuspto-grants-2015_11
ORD IDord-0785dfd26a3f44a59f44cd2467e269d7
Source noteuspto-grants-2015_11