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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2112925Generated: October 31, 2026

Salicylamide → HCID 68850159, compound

https://huagongshe.com/reaction/2112925

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSalicylamideHCID 5147—
ReactantTrifluoroacetic acidHCID 6422—
ReactantCesium carbonateHCID 10796—
Reactant2,2,6,6-Tetramethyl-3,5-heptanedioneHCID 70700—
ReactantHCID 57642838HCID 57642838—
CatalystCuprous chlorideHCID 62652—
SolventDichloromethaneHCID 6344—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 68850159HCID 68850159—

Reaction Conditions

Temperature130 °C

Reaction Steps

Salicylamide (0.030 g), cesium carbonate (0.071 g), 2,2,6,6-tetramethyl-3,5-heptanedione (0.003 mL), and copper(I) chloride (0.006 g) were added to a solution of 4-[7-bromo-3-(2-butynyl)-1-methyl-2-oxo-2,3-dihydro-1H-imidazo[4.5-c]pyridin-4-yl]-piperazine-1-carboxylic acid t-butyl ester (0.050 g) in 1-methyl-2-pyrrolidone (1 mL). This was heated under nitrogen atmosphere at 130° C. for 14 hours. The reaction solution was cooled, dichloromethane (2 mL) and trifluoroacetic acid (3 mL) were added, and this was stirred for two hours. The solvent was removed by concentration under reduced pressure, and the residue was purified by reverse phase high performance liquid chromatography to give the title compound (0.007 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07524847B2
Source datasetuspto-grants-2009_04
ORD IDord-580ddd8ae4444c8a988561fbeac9b1ca
Source noteuspto-grants-2009_04