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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1430036Generated: October 27, 2026

Water → Methyl 2-{[4-(benzyloxy)phenyl]amino}-4-(trifluoromethyl)pyridine-3-carboxylate

https://huagongshe.com/reaction/1430036

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-BenzyloxyanilineHCID 22860—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl 2-fluoro-4-(trifluoromethyl)nicotinateHCID 58577652—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductMethyl 2-{[4-(benzyloxy)phenyl]amino}-4-(trifluoromethyl)pyridine-3-carboxylateHCID 5857737911%

Reaction Conditions

Temperature200 °C

Reaction Steps

A mixture of 4-(benzyloxy)aniline (1010 mg), DIEA (1.771 mL) and methyl 2-fluoro-4-(trifluoromethyl)pyridine-3-carboxylate (1130 mg) in NMP (10 mL) was stirred at 150° C. for 2 h and at 200° C. for 1 h under microwave irradiation. The mixture was poured into water, and the mixture was extracted with EtOAc. The organic layer was separated, washed with water and brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by column chromatography (silica gel, EtOAc/hexane) to give the title compound (225 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08940758B2
Source datasetuspto-grants-2015_01
ORD IDord-a24a9e12b56a4c5aa914ea6a2e91a016
Source noteuspto-grants-2015_01