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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 42319Generated: October 26, 2026

3-Bromopyridine → HCID 178420147, compound

https://huagongshe.com/reaction/42319

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-BromopyridineHCID 12286—
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 178420149HCID 178420149—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Solventtert-ButanolHCID 6386—
ProductHCID 178420147HCID 178420147—

Reaction Conditions

Temperature120 °C

Reaction Steps

The title compound is prepared in a similar manner as described in Tetrahedron Letters, 2007, 48(14), 2519-2525. In this case, to a degassed solution of sodium tert-butoxide, palladium acetate, and 2-dicyclohexlphosphino-2′,4′,6′-triisopropylbiphenyl (X-phos) in tert-butanol and toluene is added 3-bromopyridine and 2-phenyl-5-(2-(piperidin-4-yl)-1H-imidazol-4-yl)pyrimidine. The reaction is stirred and heated at 120° C. under nitrogen for 18 hours. The reaction mixture is cooled, diluted with water and the organic material is extracted with ethyl acetate. The organic phase is washed with brine, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The residue is chromatographed on silica to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536185B2
Source datasetuspto-grants-2013_09
ORD IDord-a7150a2e587642aeae2d7b499850faff
Source noteuspto-grants-2013_09