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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1024835Generated: October 26, 2026

Tributylamine → HCID 86619862, compound

https://huagongshe.com/reaction/1024835

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylamineHCID 7622—
Reactant2,2-Dimethyl-4-vinyl-1,3-dioxolaneHCID 2735023—
Reactant4,6-Dichloro-2-((2,3-difluorobenzyl)thio)pyrimidineHCID 85928037—
CatalystTetrabutylammonium ChlorideHCID 70681—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventDimethylformamideHCID 6228—
ProductHCID 86619862HCID 86619862—

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 4,6-dichloro-2-[(2,3-difluorobenzyl)thio]pyrimidine (product of example 1 step ii) (0.5 g), tris(dibenzylideneacetone)dipalladium(0) (45 mg), 2,2-dimethyl-4-vinyl-1,3-dioxolane (630 mg), tri-n-butylamine (610 mg) and tetra-n-butylammonium chloride (460 mg) in anhydrous N,N-dimethylformamide (6.5 ml) were heated at 90° C. for 3 h. then stirred at room temperature overnight. The reaction mixture was partitioned between ethyl acetate and water. The organic phase was washed with water and brine, dried (MgSO4) and the solvent evaporated under reduced pressure. The residue was purified by flash silica-gel chromatography eluting with 10% diethyl ether in iso-hexane to give the sub-title compound as a yellow viscous oil. Yield: 98 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722883B2
Source datasetuspto-grants-2014_05
ORD IDord-db4dfe1438da44059dc9217b2701f941
Source noteuspto-grants-2014_05