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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1472527Generated: November 1, 2026

Potassium Phosphate, Tribasic → 2-[(2,5-Dichloro-4-pyridinyl)amino]-N-methylbenzamide

https://huagongshe.com/reaction/1472527

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant2-Amino-N-methylbenzamideHCID 308072—
ReactantBis[2-(diphenylphosphino)phenyl] etherHCID 4285986—
Reactant2,5-Dichloro-4-iodopyridineHCID 53400965—
Catalystpalladium(II) acetateHCID 167845—
Solvent1,4-DioxaneHCID 31275—
Product2-[(2,5-Dichloro-4-pyridinyl)amino]-N-methylbenzamideHCID 5751689156.5%

Reaction Conditions

Temperature120 °C

Reaction Steps

A 150-mL sealed tube was charged with 2,5-dichloro-4-iodopyridine (3.5 g, 12.78 mmol), 2-amino-N-methylbenzamide (1.919 g, 12.78 mmol) and tripotassium phosphate (8.14 g, 38.3 mmol) in 1,4-dioxane (100 mL). The reaction mixture was degassed with nitrogen for 10 min. Bis(2-diphenylphosphinophenyl)ether (DPEPhos, 0.688 g, 1.278 mmol) and Pd(OAc)2 (0.115 g, 0.511 mmol) were added and the reaction mixture was heated in a 120° C. oil bath over night. The reaction mixture was filtered through celite, which was washed with dioxane. The solvent was evaporated to dryness and the solid was washed with EtOH (10 mL×3) to give 2.14 g (56%) of product as an off white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09012479B2
Source datasetuspto-grants-2015_04
ORD IDord-1fb034e559f741f5b654f8ae1d4bc749
Source noteuspto-grants-2015_04