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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 923116Generated: October 26, 2026

3,5-Dimethylpyrazole → N-(4-chloro-3-(pyridin-2-yl)phenyl)-6-(3,5-dimethyl-1H-pyrazol-1-yl)nicotinamide

https://huagongshe.com/reaction/923116

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,5-DimethylpyrazoleHCID 6210—
ReactantSodium hydrideHCID 24758—
Reactant6-Chloro-N-[4-chloro-3-(pyridin-2-yl)phenyl]pyridine-3-carboxamideHCID 58614810—
SolventDimethylformamideHCID 6228—
ProductN-(4-chloro-3-(pyridin-2-yl)phenyl)-6-(3,5-dimethyl-1H-pyrazol-1-yl)nicotinamideHCID 58614678—

Reaction Conditions

Temperature140 °C

Reaction Steps

21 mg of sodium hydride was added to a solution of 84 mg of 3,5-dimethylpyrazole in 2 mL of DMF. The reaction mixture was stirred for 10 min, and then added 100 mg of 6-chloro-N-(4-chloro-3-(pyridin-2-yl)phenyl)nicotinamide. The reaction was heated to 140° C. for 16 h. The mixture was quenched with MeOH and evaporated. The product was purified on reverse phase HPLC to yield N-(4-chloro-3-(pyridin-2-yl)phenyl)-6-(3,5-dimethyl-1H-pyrazol-1-yl)nicotinamide. MS (Q1) 404.3 (M)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278961B2
Source datasetuspto-grants-2016_03
ORD IDord-d7c1d82d9d3845bfb5758b46f56ada68
Source noteuspto-grants-2016_03