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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1361670Generated: October 29, 2026

Dimethyl Sulfoxide → 4-methyl-3-((3-(6-(methylamino)-4-pyrimidinyl)-2-pyridinyl)oxy)-N-(3-(trifluoromethyl)phenyl)benzamide

https://huagongshe.com/reaction/1361670

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantCesium carbonateHCID 10796—
Reactant3-hydroxy-4-methyl-N-[3-(trifluoromethyl)phenyl]benzamideHCID 28391880—
Reactant6-(2-chloropyridin-3-yl)-N-methylpyrimidin-4-amineHCID 58942252—
SolventWaterHCID 962—
Product4-methyl-3-((3-(6-(methylamino)-4-pyrimidinyl)-2-pyridinyl)oxy)-N-(3-(trifluoromethyl)phenyl)benzamideHCID 58588018—

Reaction Conditions

Temperature125 °C

Reaction Steps

[6-(2-Chloro-pyridin-3-yl)-pyrimidin-4-yl]-methyl-amine (55 mg, 0.25 mmol), 3-hydroxy-4-methyl-N-(3-trifluoromethyl-phenyl)-benzamide (81 mg, 0.27 mmol), Cs2CO3 (162 mg, 0.50 mmol) and DMSO (0.8 mL) were combined. The mixture was heated overnight at 125° C. in a sealed tube. The resulting mixture was cooled to RT, diluted with water and extracted with EtOAc. The aqueous layer was neutralized (pH˜7) with TFA and extracted with EtOAc. The organic layer was dried over Na2SO4, filtered and concentrated to yield the title compound. MS m/z=480 [M+1]+. Calc'd for C25H20F3N5O2: 479.47.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07880000B2
Source datasetuspto-grants-2011_02
ORD IDord-843fb07315d2456f8985d3312e9892e2
Source noteuspto-grants-2011_02