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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1520271Generated: November 2, 2026

1,2-Dimethoxyethane → Methyl 4-((1-(4-(5-ethylpyrimidin-2-yl)-2-methylphenyl)-4,4,4-trifluorobutyl)amino)benzoate

https://huagongshe.com/reaction/1520271

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantSodium CarbonateHCID 10340—
Reactant2-Chloro-5-ethylpyrimidineHCID 3572763—
ReactantMethyl 4-((4,4,4-trifluoro-1-(2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)butyl)amino)benzoateHCID 131733097—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
ProductMethyl 4-((1-(4-(5-ethylpyrimidin-2-yl)-2-methylphenyl)-4,4,4-trifluorobutyl)amino)benzoateHCID 11784018888.2%

Reaction Conditions

Temperature130 °C

Reaction Steps

A reaction mixture of methyl 4-((4,4,4-trifluoro-1-(2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)butyl)amino)benzoate (0.600 g) obtained in Example 10, step A, 2-chloro-5-ethylpyrimidine (0.215 g), tetrakistriphenylphosphinepalladium (0.145 g), sodium carbonate (0.400 g), DME (3 mL) and water (1 ml) was stirred at 130° C. for 1 hr under microwave irradiation under a nitrogen atmosphere. The reaction mixture was added to water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (0.507 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073864B2
Source datasetuspto-grants-2015_07
ORD IDord-5184b64a85bb4375ac9caf6d1c9a3070
Source noteuspto-grants-2015_07