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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1060528Generated: November 2, 2026

Sodium Carbonate → HCID 18628527, compound

https://huagongshe.com/reaction/1060528

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-(Trifluoromethyl)phenylboronic acidHCID 2734389—
Reactant2-chloro-5-methyl-4-[[3-(trifluoromethyl)phenyl]methyl]pyrimidineHCID 12056714—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 18628527HCID 18628527—

Reaction Conditions

Temperature80 °C

Reaction Steps

The title compound of Example 1, Step A (0.6 g, 2 mmol), 4-trifluoromethyl-benzeneboronic acid (1.1 g, 6 mmol), and bis(triphenylphosphine)palladium dichloride were dissolved in dimethoxyethane (15 mL) and aqueous sodium carbonate (2 M, 4 mmol). The resulting mixture was heated at 80° C. for 3 h. The mixture was diluted with dichloromethane (50 mL) and water (50 mL). The dichloromethane layer was dried over magnesium sulfate, concentrated under reduced pressure, and the residue was subjected to silica gel chromatography using hexaneslethyl acetate (85:15). The title compound of Step A, a compound of the invention, was isolated as a white solid (0.56 g) melting at 159-161° C. 1H NMR (CDCl3/200 MHz) 2.47 (s, 3H), 7.62-7.78 (m, 3H), 7.94 (d, 1H), 8.17 (d, 1H), 8.34 (s, 1H), 8.5 (d, 2H), 8.9 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06525001B1
Source datasetuspto-grants-2003_02
ORD IDord-de8bd4910d1a4b128fbe3759a0e7deae
Source noteuspto-grants-2003_02