Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1250480Generated: November 1, 2026

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

https://huagongshe.com/reaction/1250480

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
Reactant3-(Trifluoromethoxy)phenolHCID 2733261—
Reactant2,6-Dibromo-4-methoxypyridineHCID 10901569—
SolventHexaneHCID 8058—
ProductN-phenyl-4-methoxy-6-{3-(trifluoromethoxy)phenoxy}-2-pyridine carboxamideHCID 15906599—

Reaction Conditions

Temperature110 °C

Reaction Steps

2.00 g (0.00937×1.2 mol) of 3-(trifluoromethoxy) phenol was dissolved in about 20 ml of DMF. The solution was further mixed with 0.39 g (ca. 60% in mineral oil; 0.00937×1.04 mol) of NaH and then with 2.50 g (0.00937 mol) of 2,6-dibromo-4-methoxy pyridine. After stirring at about 110° C. for about 4 hours, the obtained 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-f679f1a0be3743e791a0679138d9e2cb
Source noteuspto-grants-2002_01