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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1692389Generated: October 31, 2026

Potassium Phosphate, Tribasic → HCID 57441128, compound

https://huagongshe.com/reaction/1692389

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant3-(Trifluoromethyl)phenylboronic acidHCID 2734388—
ReactantMethyl 6-chloro-2-methoxy-4-methylnicotinateHCID 57441127—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventDimethylformamideHCID 6228—
ProductHCID 57441128HCID 5744112898.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 5.75 g (26.7 mmol) of 6-chloro-2-methoxy-4-methyl-nicotinic acid methyl ester in 250 ml of DMF was added 10.13 g (53.3 mmol) of 3-trifluoromethyl-phenyl-boronic acid followed by 50.0 ml of a solution of tribasic potassium phosphate (2 M in water). Finally, 1.54 g (1.3 mmol) of tetrakis-(triphenylphosphine)-palladium was added and the reaction mixture was subsequently warmed up to 80° C. After 5 hours, it was cooled down to RT, poured into crashed ice and extracted twice with CH2Cl2; the organic phases were washed with water, dried over magnesium sulfate, filtered and evaporated. The residue was purified by flash column chromatography (heptane/EtOAc 1:0 to 9:1) to give 8.54 g (98%) of the title compound as light yellow oil. MS: 326.1 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153805B2
Source datasetuspto-grants-2012_04
ORD IDord-6c5a533e971c49c2a50ff4c93f968f9f
Source noteuspto-grants-2012_04