Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2035546Generated: October 29, 2026

Sodium Carbonate → 6-[4-Methoxybenzyl-(6-morpholinopyridin-3-yl)amino]-4-[(trifluoroacetyl)amino]pyridine-3-carboxylic acid ethyl ester

https://huagongshe.com/reaction/2035546

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantBinap, (A+-)-HCID 634876—
Reactant3-(4-Methoxybenzyl)amino-6-morpholinopyridineHCID 67413133—
Reactant6-Chloro-4-(trifluoroacetyl)aminopyridine-3-carboxylic acid ethyl esterHCID 86657942—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product6-[4-Methoxybenzyl-(6-morpholinopyridin-3-yl)amino]-4-[(trifluoroacetyl)amino]pyridine-3-carboxylic acid ethyl esterHCID 86657943—

Reaction Conditions

Temperature100 °C

Reaction Steps

21.8 mg of 6-chloro-4-(trifluoroacetyl)aminopyridine-3-carboxylic acid ethyl ester and 22 mg of 3-(4-methoxybenzyl)amino-6-morpholinopyridine were dissolved in 1 mL of toluene, to which 1.7 mg of palladium (II) acetate, 9.2 mg of 2,2′-bis (diphenylphosphino)-1,1′-binaphthyl and 202 mg of sodium carbonate were added, and stirred overnight at 100° C. After cooling, water was added to the reaction mixture, extracted with chloroform, the extract was washed with saturated saline, and dried on anhydrous sodium sulfate. The solvent was evaporated, and the residue was purified by silica gel thin layer chromatography (hexane:ethyl acetate=1:1) to obtain 5.7 mg (ylod 14%) of the title compound as a light yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08575153B2
Source datasetuspto-grants-2013_11
ORD IDord-451822e827f04f6d9cb107ac04030ad2
Source noteuspto-grants-2013_11