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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 592260Generated: October 31, 2026

Dimethylformamide → HCID 58447776, compound

https://huagongshe.com/reaction/592260

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant2-Methyl-4-(tributylstannyl)pyridineHCID 21660574—
ReactantMethyl (2-chloropyridin-4-yl)acetateHCID 24729490—
CatalystHCID 178418397HCID 178418397—
SolventEthyl AcetateHCID 8857—
ProductHCID 58447776HCID 58447776—

Reaction Conditions

Temperature120 °C

Reaction Steps

To a flask containing methyl 2-(2-chloropyridin-4-yl)acetate 238-1 (1.00 g, 5.38 mmol), 2-methyl-4-(tributylstannyl)pyridine (2.06 g, 5.38 mmol), Pd(PPh3)4 (594 mg, 0.54 mmol.) under argon was added DMF (15 mL). The reaction mixture was stirred at 120° C. for 10 hours. After cooled to room temperature, the mixture was diluted with ethyl acetate, washed with water and brine, dried over Na2SO4, and concentrated to dryness by rotary evaporation. The crude was purified by silica gel flash chromatography, eluted with 5% methano in dichloromethane to give methyl 2-(2′-methyl-2,4′-bipyridin-4-yl)acetate 238-2 as dark orange oil. MS m/z 243.1 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238646B2
Source datasetuspto-grants-2016_01
ORD IDord-fbd4360efdae435a928792fd790eada7
Source noteuspto-grants-2016_01