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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2362159Generated: November 3, 2026

Tributylvinyltin → {1-[4-(6-Phenyl-3-vinyl-imidazo[1,2-a]pyrimidin-7-yl)-phenyl]-cyclobutyl}-carbamic Acid Tert-butyl Ester

https://huagongshe.com/reaction/2362159

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylvinyltinHCID 81998—
Reactant{1-[4-(3-Bromo-6-phenyl-imidazo[1,2-a]pyrimidin-7-yl)-phenyl]-cyclobutyl}-carbamic Acid Tert-butyl EsterHCID 66665726—
CatalystTetraethylammonium ChlorideHCID 5946—
CatalystHCID 178418476HCID 178418476—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
Product{1-[4-(6-Phenyl-3-vinyl-imidazo[1,2-a]pyrimidin-7-yl)-phenyl]-cyclobutyl}-carbamic Acid Tert-butyl EsterHCID 6671901086.6%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of compound 4-3 (100 mg 0.193 mmol), Tributyl-vinyl-stannane (92 mg, 0.58 mmol), K2 CO3 (27 mg, 0.193 mmol), Et4NCl (31.8 mg 0.193 mmol) and Pd(PPh3)2Cl2 (10 mg) in THF (5 mL) was heated at 100° C. in microwave system under N2 atmosphere for 45 min. After cooling, the mixture was diluted with 15 mL of DCM, the combined organic phase was washed with 0.1N HClaq and brine, dried over anhydrous Na2SO4 and concentrated. The residue was purified by prep.TLC to give 78 mg of 4-5.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691825B2
Source datasetuspto-grants-2014_04
ORD IDord-2dc2e4f172b240d980c21f7670864c00
Source noteuspto-grants-2014_04