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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2036649Generated: November 2, 2026

2-(Tributylstannyl)pyridine → Benzyl carbamate

https://huagongshe.com/reaction/2036649

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Tributylstannyl)pyridineHCID 607784—
Reactant[1-(3-Iodo-imidazo[1,2-a]pyrazin-2-yl)-ethyl]-carbamic acid benzyl esterHCID 67432906—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
ProductBenzyl carbamateHCID 12136—

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of [1-(3-iodo-imidazo[1,2-a]pyrazin-2-yl)-ethyl]-carbamic acid benzyl ester (1.6 g, 3.79 mmol) and 2-tributylstannanyl pyridine (4.1 g, 11.37 mmol) in 1,4-dioxane (20 mL) was added Pd(PPh3)4 (50 mg, 0.4 mmol) at rt. The reaction mixture was stirred overnight at 110° C. After completion of the reaction, the mixture was concentrated in vacuo. The crude product was purified by column chromatography using silica gel (100-200 mesh) and 0-40% acetone in hexane to provide [1-(3-pyridin-2-yl-imidazo 1,2-a]pyrazin-2-yl)-ethyl]-carbamic acid benzyl ester: LC-MS (ESI) m/z 374.1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08575183B2
Source datasetuspto-grants-2013_11
ORD IDord-74f01aaee58b4abf978447d0b24c5b8b
Source noteuspto-grants-2013_11