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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2357932Generated: November 1, 2026

Dimethylformamide → HCID 59389386, compound

https://huagongshe.com/reaction/2357932

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant3-Bromo-6-methoxy-2-(3-methyl-1-butyn-1-yl)pyridineHCID 59389273—
SolventDichloromethaneHCID 6344—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 59389386HCID 59389386—

Reaction Steps

The compound of Example 261 (28.9 g) was added to a solution of MSH (26.1 g) in methylene chloride (250 mL) and the mixture was stirred for 4 hours, followed by concentration of the solvent and sequential addition of DMF (250 mL) and potassium carbonate (65.1 g). The resulting mixture was vigorously stirred at room temperature for 2 hours. Subsequently, saturated brine was added and the mixture was extracted with ether. The organic layer was dried over magnesium sulfate. The solvent was evaporated and the residue was purified by silica gel column chromatography (10 to 30% methylene chloride/petroleum ether). The purified product was solidified in petroleum ether to afford the title compound as a colorless powder (5.14 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07763617B2
Source datasetuspto-grants-2010_07
ORD IDord-ac9d2fe69eae49f5813a97424177cb32
Source noteuspto-grants-2010_07