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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1174168Generated: November 3, 2026

Lithium Chloride → HCID 42626105, compound

https://huagongshe.com/reaction/1174168

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium ChlorideHCID 433294—
Reactant2-(Tributylstannyl)pyridineHCID 607784—
ReactantHCID 42625296HCID 42625296—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
ProductHCID 42626105HCID 4262610572.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution containing the product from Example 23K (11.0 g, 20.5 mmol) in DMF (90 mL) was treated with LiCl (8 g, 188.7 mmol), tetrakis(triphenylphosphine)palladium(0) (5 g, 4.3 mmol), and 2-tri-n-butylstannylpyridine (22 g, 59.8 mmol), heated at 80° C. for 16 hours, cooled, filtered and concentrated. The residue was partitioned between ethyl acetate and water, and the organic phase was washed with brine and dried over MgSO4, filtered and concentrated. The residue was purified by chromatography on silica gel eluting with a gradient 0-25% ethyl acetate/hexanes to give the title compound (7.6 g, 72% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07834043B2
Source datasetuspto-grants-2010_11
ORD IDord-c04aa92075ea4554abe15d1ba3a87b8f
Source noteuspto-grants-2010_11