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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1038010Generated: October 31, 2026

Biphenyl → HCID 58946484, compound

https://huagongshe.com/reaction/1038010

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBiphenylHCID 7095—
ReactantCesium carbonateHCID 10796—
Reactant2-(4-bromophenyl)-5-methylpyrimidineHCID 767946—
Reactant2-Methylpiperazine, (S)-HCID 2734219—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 58946484HCID 58946484—

Reaction Steps

A mixture of 2-(4-bromophenyl)-5-methylpyrimidine 78 (250 mg, 1.008 mmol), palladium acetate (50 mg), cesium carbonate (400 mg, 1.23 mmol), (S)-2-methyl piperazine (200 mg, 2 mmol) and 2-Di-t-butylphosphino)-biphenyl (50 mg, 0.167 mmol) was stirred in dioxane:water (10 ml, v/v 5:1) at reflux temperature for 4 hours. The reaction was cooled, diluted with MeCl2 (100 ml) and H2O (50 ml). The organic layer was separated, dried (MgSO4), filtered and solvent evaporated. The residue was purified by chromatography eluting with 100% EtOAc then with 10% v/v MeOH/EtOAc/NH4OH yielding product 79 as a white solid. (220 mg. 81%) ESMS (MH, 269).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546404B2
Source datasetuspto-grants-2013_10
ORD IDord-1a7cd613e220452e9c72bd5dcae73d1a
Source noteuspto-grants-2013_10