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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1821357Generated: November 1, 2026

Water → HCID 17881917, compound

https://huagongshe.com/reaction/1821357

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-AminopyrimidineHCID 7978—
Reactant2-BromobenzaldehydeHCID 81129—
CatalystCesium carbonateHCID 10796—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
CatalystHCID 12045512HCID 12045512—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 17881917HCID 1788191764%

Reaction Steps

A solution of 2-bromobenzaldehyde (0.35 mL, 3.0 mmol), 2-aminopyrimidine (0.34 g, 3.6 mmol), tris(dibenzylideneacetone)dipalladium (28 mg, 0.030 mmol), 9,9-dimethyl-4,6-bis(diphenylphosphino)xanthene (38 mg, 0.066 mmol) and cesium carbonate (28 mg, 0.030 mmol) in 1,4-dioxane (6.0 mL) was stirred at 100° C. for 19 hours under argon atmosphere. After cooling to room temperature, the reaction mixture was added with water and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane to hexane/ethyl acetate=8/2) to obtain 2-(2-pyrimidylamino)benzaldehyde (0.38 g, 64%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07605272B2
Source datasetuspto-grants-2009_10
ORD IDord-3e72590f51ca4d83a003b336d36e97b9
Source noteuspto-grants-2009_10