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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 379393Generated: October 27, 2026

Dimethylformamide → 2-(3-Fluoro-5-trifluoromethyl-phenyl)-N-methyl-N-(6-morpholin-4-yl-4-o-tolyl-pyridin-3-yl)-acetamide

https://huagongshe.com/reaction/379393

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant3-Fluoro-5-(trifluoromethyl)phenylacetic acidHCID 2759172—
ReactantMethyl-(6-morpholin-4-yl-4-tolyl-pyridin-3-yl)-amineHCID 69138572—
Product2-(3-Fluoro-5-trifluoromethyl-phenyl)-N-methyl-N-(6-morpholin-4-yl-4-o-tolyl-pyridin-3-yl)-acetamideHCID 1840336688%

Reaction Steps

To a solution of 266 mg (1.2 mmol) 3-fluoro-5-trifluoromethyl-phenylacetic acid in 7 ml N,N-dimethylformamide were added 195 mg (1.2 mmol) 1,1′-carbonyl-diimidazole and the solution was stirred for 30 min at room temperature. After addition of 283 mg (1 mmol) of methyl-(6-morpholin-4-yl-4-tolyl-pyridin-3-yl)-amine (as described in step f) for the preparation of Example 23), the reaction mixture was heated at 90° C. for 6 h. After cooling to room temperature, the solvent was removed in vacuo and the residue was re-dissolved in 30 ml ethyl acetate. The organic phase was washed with water (2×30 ml), brine, dried (magnesium sulfate) and evaporated. Flash chromatography gave 432 mg (88%) of the title compound as a light yellow foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06297375B1
Source datasetuspto-grants-2001_10
ORD IDord-9a074564161844d6a284f34245f79d03
Source noteuspto-grants-2001_10