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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1623859Generated: November 1, 2026

Sodium Carbonate → 5-(2-Amino-4-pyridinyl)-2-[(phenylmethyl)oxy]-N-3-pyridinylbenzamide

https://huagongshe.com/reaction/1623859

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-(benzyloxy)-5-bromo-N-(pyridin-3-yl)benzamideHCID 36982503—
Reactant4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amineHCID 45785707—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
Product5-(2-Amino-4-pyridinyl)-2-[(phenylmethyl)oxy]-N-3-pyridinylbenzamideHCID 69936399—

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), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinamine (201 mg, 0.78 mmol), 1M sodium carbonate (1.04 ml, 1.04 mmol) and tetrakis(triphenylphosphine)palladium(0) (36.2 mg, 0.03 mmol). The vial was sealed and heated to 100° C. for 30 minutes under microwave conditions. The mixture was evaporated in vacuo and the residue was purified using the MDAP to yield the title compound. 41 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778939B2
Source datasetuspto-grants-2014_07
ORD IDord-ee8a86a25791445bacd6560f4fb44aa6
Source noteuspto-grants-2014_07