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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1187682Generated: October 25, 2026

2-(Tributylstannyl)pyridine → (S)-4-Chloro-N-[1-(4-fluorophenyl)ethyl]-6-(pyridin-2-yl)pyrimidine-2-amine

https://huagongshe.com/reaction/1187682

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Tributylstannyl)pyridineHCID 607784—
Reactant(S)-4,6-Dichloro-N-[1-(4-fluorophenyl)ethyl]pyrimidin-2-amineHCID 86659372—
CatalystCopper oxideHCID 14829—
CatalystHCID 178418397HCID 178418397—
Product(S)-4-Chloro-N-[1-(4-fluorophenyl)ethyl]-6-(pyridin-2-yl)pyrimidine-2-amineHCID 86659382—

Reaction Conditions

Temperature110 °C

Reaction Steps

200 mg of (S)-4,6-dichloro-N-[1-(4-fluorophenyl)ethyl]pyrimidine-2-amine (Reference Example 1), 0.22 ml 2-(tributylstannyl)pyridine, 55 mg of copper oxide and 81 mg of tetrakis(triphenylphosphine)palladium were added in turn to degassed toluene, and the mixture was stirred at 110° C. for 4 hours under argon atmosphere. The reaction solution was purified by silica gel column chromatography to obtain 63 mg of the objective compound as colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08673891B2
Source datasetuspto-grants-2014_03
ORD IDord-02ee174af3af4956acf388ed8d2b964b
Source noteuspto-grants-2014_03