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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 626790Generated: October 30, 2026

Cesium carbonate → HCID 69671102, compound

https://huagongshe.com/reaction/626790

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant6-Methylpyrimidin-4-amineHCID 572852—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
ReactantHCID 86697078HCID 86697078—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 69671102HCID 6967110251.7%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 2-(4-bromo-7-fluoropyrazolo[4,3-c]pyridin-2-yl)-3-fluorobenzonitrile (85 mg, 0.25 mmol), 4-amino-6-methylpyrimidine (31 mg, 0.28 mmol), Pd2(dba)3 (12 mg, 0.013 mmol), Xantphos (15 mg, 0.026 mmol) and cesium carbonate (166 mg, 0.51 mmol) in dioxane (1.8 mL) was de-gassed and purged with nitrogen and the reaction mixture was heated at 150° C. in a sealed vial for 30 minutes. The resultant mixture was diluted with dioxane and filtered. The filtrate was concentrated under reduced pressure and the residue was purified by silica gel flash chromatography (10-100% ethyl acetate in cyclohexane) to afford the title compound as a brown solid (47 mg, 51% yield). LCMS (Method C): RT=2.25 min, m/z: 364 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309240B2
Source datasetuspto-grants-2016_04
ORD IDord-4162488e2460430d8e26f781b52d846b
Source noteuspto-grants-2016_04