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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1913674Generated: October 31, 2026

Sodium Carbonate → 4-(5-Trifluoromethyl-benzoxazole-2-yl)-[3,3']bipyridinyl

https://huagongshe.com/reaction/1913674

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1,4-DioxaneHCID 31275—
Reactant3-Pyridinylboronic acidHCID 2734378—
Reactant2-(3-Iodopyridin-4-yl)-5-(trifluoromethyl)benzoxazoleHCID 66880597—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
Product4-(5-Trifluoromethyl-benzoxazole-2-yl)-[3,3']bipyridinylHCID 66880522102.9%

Reaction Steps

To a mixture of 0.40 g of 2-(3-iodopyridin-4-yl)-5-(trifluoromethyl)benzoxazole, 0.21 g of 3-pyridine boronic acid, 8 ml of 1,4-dioxane and 0.07 g of dichlorobis(triphenylphosphine)palladium (II), a mixture of 0.40 g of sodium carbonate and 3 ml of water was added and heated to reflux for two hours. The reaction mixture was cooled to room temperature, and then water was added to the reaction mixture, followed by extraction with ethyl acetate. The combined organic layers were washed with water and a saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 0.36 g of 4-(5-trifluoromethyl-benzoxazole-2-yl)-[3,3′]bipyridinyl (hereinafter, referred to as “active compound 128”).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609705B2
Source datasetuspto-grants-2013_12
ORD IDord-5b11f876b05e4e419ef16b301626cb69
Source noteuspto-grants-2013_12