Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1672598Generated: October 31, 2026

5-iodo-N,6-dimethyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2-dihydropyridine-3-carboxamide → 5-[2-(4-Chloro-phenyl)-2H-pyrazol-3-yl]-6-methyl-2-oxo-1-(3-trifluoromethyl-phenyl)-1,2-dihydro-pyridine-3-carboxylic Acid Methylamide

https://huagongshe.com/reaction/1672598

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-iodo-N,6-dimethyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2-dihydropyridine-3-carboxamideHCID 67342767—
Reactant1-(4-chlorophenyl)-5-tributylstannyl-1H-pyrazoleHCID 67345704—
Solvent1,2-DimethoxyethaneHCID 8071—
Product5-[2-(4-Chloro-phenyl)-2H-pyrazol-3-yl]-6-methyl-2-oxo-1-(3-trifluoromethyl-phenyl)-1,2-dihydro-pyridine-3-carboxylic Acid MethylamideHCID 2483066718.7%

Reaction Conditions

Temperature100 °C

Reaction Steps

1-(4-Chloro-phenyl)-5-tributylstannanyl-1H-pyrazole (0.107 g, 0.22 mmol), 5-iodo-6-methyl-2-oxo-1-(3-trifluoromethyl-phenyl)-1,2-dihydro-pyridine-3-carboxylic acid methylamide (0.05 g, 0.11 mmol), Pd(PBut3)2 (10 mg) and DME (2 ml) were placed in a tube for microwave synthesis. The mixture was degassed with argon and heated in a synthesis microwave heater (CEM) at 100° C. (max 150 W) for 10 minutes. The solvent was removed in vacuo giving a crude product which was purified on silica and then further purified on preparative HPLC. The pure fractions were freeze-dried giving 10 mg (17%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07998984B2
Source datasetuspto-grants-2011_08
ORD IDord-f27c7b967f5b4dd0be9da764902e50ae
Source noteuspto-grants-2011_08