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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2181415Generated: October 26, 2026

Tributylvinyltin → 5Chloro-2-(4fluorophenyl)imidazo[4,5-b]pyridine

https://huagongshe.com/reaction/2181415

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylvinyltinHCID 81998—
Reactant5-Chloro-2-(4-fluorophenyl)-1-(2-cyclopentylamino-4-pyrimidinyl)imidazo[4,5-b]pyridineHCID 22486152—
CatalystHCID 178418476HCID 178418476—
SolventO-XyleneHCID 7237—
Product5Chloro-2-(4fluorophenyl)imidazo[4,5-b]pyridineHCID 22486125141.3%

Reaction Conditions

Temperature160 °C

Reaction Steps

2-(4-Fluorophenyl)-1-(2-cyclopentylamino-4-pyrimidinyl)-5-chloroimidazo[4,5-b]pyridine (50 mg 0.12 mmol), vinyltributylstannane (4.3 ml 0.15 mmol) and PdCl2(PPh3)2 (8.6 mg 0.01 mmol) are dissolved in xylene (1 ml) and heated to 160° C. for 1 h under argon. The reaction mixture is purified over SiO2 (acetone/hexanes 15/85) to yield the title compound as colorless crystals (42 mg 86%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06891039B2
Source datasetuspto-grants-2005_05
ORD IDord-b18448ed9fd14013ad73d5b6df265a01
Source noteuspto-grants-2005_05