Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2080224Generated: November 2, 2026

O-Xylene → HCID 23130722, compound

https://huagongshe.com/reaction/2080224

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-XyleneHCID 7237—
ReactantTributylvinyltinHCID 81998—
ReactantA-101HCID 188218—
Reactant2-aminochloro-N-(5-phenoxy-thiophen-2-ylmethyl)-nicotinamideHCID 23130498—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 23130722HCID 2313072265%

Reaction Conditions

Temperature130 °C

Reaction Steps

To a mixture of 2-amino-6-chloro-N-(5-phenoxy-thiophen-2-ylmethyl)-nicotinamide described in Example A-101 (30 mg, 0.083 mmol), tetrakis(triphenylphosphine)palladium(0) (19 mg, 0.017 mmol) and xylene (1.5 mL) was added vinyl(tri-butyl)tin (0.073 mL, 0.25 mmol), and the solution was stirred at 130° C. for 3 hours. After cooling, water and ethyl acetate were added to the reaction solution for extraction, which was then washed with brine. The solvent was evaporated in vacuo, then, the residue was purified by NH silica gel column chromatography (hexane:ethyl acetate=2:1), and the title compound (19 mg, 0.054 mmol, 65%) was obtained as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07932272B2
Source datasetuspto-grants-2011_04
ORD IDord-f98b57a4467d4444848b6ba99589ad74
Source noteuspto-grants-2011_04