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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1250478Generated: November 3, 2026

Dimethylformamide → N-phenyl-4-methoxy-6-{3-(trifluoromethyl)phenoxy}-2-pyridine carboxamide

https://huagongshe.com/reaction/1250478

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant3-(Trifluoromethyl)phenolHCID 7376—
ReactantSodium hydrideHCID 24758—
Reactant2,6-Dibromo-4-methoxypyridineHCID 10901569—
SolventHexaneHCID 8058—
ProductN-phenyl-4-methoxy-6-{3-(trifluoromethyl)phenoxy}-2-pyridine carboxamideHCID 15906594—

Reaction Conditions

Temperature120 °C

Reaction Steps

3.34 g (0.187×1.1 mol) of 3-(trifluoromethyl) phenol was dissolved in about 30 ml of dimethyl formamide (hereinafter referred to merely as “DMF”). The solution was further mixed with 0.78 g (ca. 60% in mineral oil; 0.0187×1.04 mol) of NaH and then with 5.00 g (0.0187 mol) of 2,6-dibromo-4-methoxy pyridine. After stirring at about 120° C. for about 2 hours, the resultant mixture was allowed to stand for cooling to room temperature. After the reaction solution was distributed in hexane-saturated sodium bicarbonate water, the organic phase of the obtained solution was washed with saturated brine and dried with anhydrous sodium sulfate. The resultant solution was concentrated and then purified by silica gel column chromatography (eluting solution: ethyl acetate/hexane), and the obtained eluate was subjected to recrystallization using hexane, thereby obtaining an aimed product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06339045B1
Source datasetuspto-grants-2002_01
ORD IDord-e98d5922e892490e9986a215a316f0aa
Source noteuspto-grants-2002_01