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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2109940Generated: October 31, 2026

Potassium Carbonate → 2-{[3-(4-fluorophenyl)-1-(2-methylphenyl)-1H-pyrazol-5-yl]amino}nicotinamide

https://huagongshe.com/reaction/2109940

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-ChloronicotinamideHCID 82588—
Reactant3-(4-fluorophenyl)-1-(2-methylphenyl)-1H-pyrazol-5-amineHCID 16228283—
CatalystCupric acetateHCID 8895—
SolventDimethylformamideHCID 6228—
Product2-{[3-(4-fluorophenyl)-1-(2-methylphenyl)-1H-pyrazol-5-yl]amino}nicotinamideHCID 5763577214%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 2-chloronicotinamide (59 mg, 0.37 mmol), potassium carbonate (57 mg, 0.41 mmol), 3-(4-fluorophenyl)-1-(2-methylphenyl)-1H-pyrazol-5-amine (100 mg, 0.37 mmol) (Intermediate G), and copper (II) acetate (1.4 mg, 0.007 mmol) in DMF (1 mL) was heated (150° C.) in a sealed tube for 16 h. The mixture was cooled to rt, filtered through a silica gel plug using ethyl acetate as eluent, concentrated to dryness, and subjected to HPLC purification using a gradient elution from 30% to 90% acetonitrile in water to afford 20 mg (14%) of the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07517878B2
Source datasetuspto-grants-2009_04
ORD IDord-475bb33dd2c644668cf1e08030286d55
Source noteuspto-grants-2009_04