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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2390438Generated: October 30, 2026

Water → HCID 57625526, compound

https://huagongshe.com/reaction/2390438

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant5-Fluoro-2-nitrotolueneHCID 94956—
ReactantHCID 86628992HCID 86628992—
SolventDimethylformamideHCID 6228—
ProductHCID 57625526HCID 57625526106.9%

Reaction Conditions

Temperature85 °C

Reaction Steps

To a solution of 5-fluoro-2-nitrotoluene (0.27 g, 2.25 mmol) in DMF (4.0 mL) was added 4-(4-(trifluoromethyl)phenyl-pyridin-2(1H)-one (0.45 g, 1.87 mmol) and Cs2CO3 (0.67 g, 2.1 mmol), and the reaction was heated to 85° C. for 18 h. The reaction mixture was cooled, H2O (20 mL) was added, and the mixture was stirred for 20 min. The resulting solids were collected by filtration and washed with H2O (10 mL). Flash chromatography (silica gel, hexanes/EtOAc, 10:1 to 3:1) yielded the title compound (0.45 g, 65%) as a yellow solid: 1H NMR (300 MHz, DMSO-d6) δ 8.33 (d, J=5.4 Hz, 1H), 8.12-7.89 (m, 5H), 7.65-7.60 (m, 2H), 7.33-7.22 (m, 2H), 2.55 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273770B2
Source datasetuspto-grants-2012_09
ORD IDord-43e869bbf4b3442eadbc931b256e1332
Source noteuspto-grants-2012_09