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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1994138Generated: November 1, 2026

Dimethylformamide → HCID 11711808, compound

https://huagongshe.com/reaction/1994138

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantCesium carbonateHCID 10796—
Reactant2,4-DichloropyrimidineHCID 77531—
ReactantN-[4-Chloro-3-(trifluoromethyl)phenyl]-3-hydroxybenzenepropanamideHCID 58674349—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 11711808HCID 1171180877%

Reaction Steps

A solution of N-[4-chloro-3-(trifluoromethyl)phenyl]-3-(3-hydroxyphenyl)propanamide (1.63 g, 4.70 mmol), 2,4-dichloropyrimidine (0.883 g, 5.90 mmol) and cesium carbonate (2.32 g, 7.10 mmol) in THF (60 mL) containing a drop of DMF was heated at reflux overnight. After cooling to rt, the reaction mixture was diluted with water and extracted with EtOAc. The combined organic solutions were washed with brine, dried over Na2SO4, filtered, and concentrated. The residue was purified by column chromatography to give the title compound (1.60 g, 77%). LCMS, FA: Rt=1.28 min, [MH+ 520.2].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07652041B2
Source datasetuspto-grants-2010_01
ORD IDord-e529e2b52e3c4b3fba30363a8fb9645d
Source noteuspto-grants-2010_01