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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2120758Generated: October 31, 2026

Sodium Carbonate → 6-Methoxy-3-phenyl-pyridin-2-yl-amine

https://huagongshe.com/reaction/2120758

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
Reactant3-Bromo-6-methoxypyridin-2-amineHCID 23435879—
CatalystCID 53485975HCID 53485975—
Solvent1,4-DioxaneHCID 31275—
Product6-Methoxy-3-phenyl-pyridin-2-yl-amineHCID 2343588571%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 330 mg (1.625 mmol) 3-bromo-6-methoxy-pyridin-2-yl-amine, 396 mg (3.25 mmol) phenylboronic acid, 1 ml 2N Na2CO3 and 59 mg (0.08 mmol) dichloro[1,1′-bis(diphenylphosphino)-ferrocene]palladium (II) dichloromethane adduct in 10 ml dioxane was heated to 110° C. for 2 h. The mixture was concentrated, diluted Na2CO3 aq. was added and extracted 2× with 100 ml diethyl ether. The combined organic phases were dried with MgSO4 and evaporated. The residue was purified by flash column chromatography on silica-eluting with a gradient of hexane/ethyl acetate to yield 230 mg (71%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06693116B2
Source datasetuspto-grants-2004_02
ORD IDord-9459bf1eb975400ab64ae5207aa1d350
Source noteuspto-grants-2004_02