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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 541865Generated: October 30, 2026

Triethylamine → HCID 57962324, compound

https://huagongshe.com/reaction/541865

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantCesium carbonateHCID 10796—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
ReactantHCID 86636275HCID 86636275—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 57962324HCID 5796232425%

Reaction Steps

To a mixture of N-{3-[2-(6-aminopyridin-2-yl)ethyl]phenyl}-2-chloro-5-fluoropyrimidin-4-amine dihydrochloride (35.0 mg, 0.084 mmol) and triethylamine (0.035 mL, 0.25 mmol) in a mixed solvent of 1,4-dioxane (0.70 mL) and N,N-dimethylformamide (0.70 mL) was added (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (5.8 mg, 0.01 mmol), palladium acetate (2.3 mg, 0.01 mmol) and cesium carbonate (54.7 mg, 0.17 mmol). The mixture was degassed by bubbling N2 through the solution. The sealed tube was then microwaved at 160° C. for 1 hour. The reaction mixture was diluted with THF/MeOH, filtered and concentrated to give a residue, which was purified by silica gel column chromatography to provide the desired product as a white powder (6.4 mg, 25%). LCMS for C17H15FN5 (M+H)+: m/z=308.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08871753B2
Source datasetuspto-grants-2014_10
ORD IDord-fe9e0394d2324b28820ef44412f762a1
Source noteuspto-grants-2014_10