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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1623839Generated: October 30, 2026

Sodium Carbonate → 2-[(Phenylmethyl)oxy]-N,5-di-3-pyridinylbenzamide

https://huagongshe.com/reaction/1623839

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridineHCID 2734656—
Reactant2-(benzyloxy)-5-bromo-N-(pyridin-3-yl)benzamideHCID 36982503—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
Product2-[(Phenylmethyl)oxy]-N,5-di-3-pyridinylbenzamideHCID 69936450—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a microwave vial was added 5-bromo-2-[(phenylmethyl)oxy]-N-3-pyridinylbenzamide (may be prepared as described in example 2; 200 mg, 0.52 mmol), 1,4-dioxane (2 ml), 1M sodium carbonate (1.04 ml, 1.04 mmol), 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (107 mg, 0.52 mmol) and tetrakis(triphenylphosphine)palladium(0) (36.2 mg, 0.03 mmol). The vial was sealed and heated to 100° C. for 30 min under microwave conditions. The mixture was evaporated under reduced pressure and the residue was purified using the MDAP. Some impurities persisted and the mixture was re-purified using MDAP to yield the title compound. 17 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778939B2
Source datasetuspto-grants-2014_07
ORD IDord-ee60d0558fa54219be4e68ea742858a1
Source noteuspto-grants-2014_07