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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1517569Generated: November 4, 2026

Dimethylformamide → Methyl 2-(4-formyl-3-methyl-pyrazol-1-yl)pyridine-3-carboxylate

https://huagongshe.com/reaction/1517569

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 2-fluoronicotinateHCID 242724—
Reactant3-methyl-1H-pyrazole-4-carbaldehydeHCID 178434550—
SolventWaterHCID 962—
ProductMethyl 2-(4-formyl-3-methyl-pyrazol-1-yl)pyridine-3-carboxylateHCID 8665354263.3%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 3-methyl-1H-pyrazole-4-carbaldehyde (300 mg, 2.72 mmol), potassium carbonate (565 mg, 4.08 mmol), methyl 2-fluoropyridine-3-carboxylate (507 mg, 3.27 mmol) and dimethylformamide (2 mL) is stirred at 60° C. for 16 h. Water is added and the compound is extracted in ethyl acetate. The organic layer is washed with brine, dried over sodium sulfate and solvent is evaporated. The crude mixture is purified by normal phase Isco chromatography using hexane:ethyl acetate, 2:1 as eluent to yield 422 mg of the title compound. MS (m/z): 246 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08232289B2
Source datasetuspto-grants-2012_07
ORD IDord-f549775b1fe94cf1b2f647957482649a
Source noteuspto-grants-2012_07