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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1497668Generated: October 31, 2026

1,1'-Carbonyldiimidazole → HCID 59864622, compound

https://huagongshe.com/reaction/1497668

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant3-Fluoropyridine-2-carboxylic acidHCID 2762786—
ReactantMagnesium ChlorideHCID 5360315—
ReactantHCID 178461627HCID 178461627—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59864622HCID 59864622—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of ethyl potassium malonate (2) (452 mg, 2.66 mmol) in tetrahydrofuran (5 mL) was added MgCl2 (202 mg, 2.13 mL). The mixture was stirred at 50° C. for 4 h and then cooled to room temperature. In another flask a solution of 3-fluoro-pyridine-2-carboxylic acid (1) (250 mg, 1.77 mmol) in tetrahydrofuran (5 mL) was taken and CDI (carbonyldiimidazole) (489 mg, 3.01 mmol) was added at 10° C. The mixture was stirred at room temperature for 1 h, this reaction mixture was then added to the above suspension and stirred at room temperature for 18 h. After completion of the reaction, water was added and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over Na2SO4 and concentrated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09199987B2
Source datasetuspto-grants-2015_12
ORD IDord-0fbbb22fccd4481b8eaf2fb12366883b
Source noteuspto-grants-2015_12