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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1950034Generated: November 2, 2026

O-Xylene → HCID 136175573, compound

https://huagongshe.com/reaction/1950034

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-XyleneHCID 7237—
ReactantPotassium CarbonateHCID 11430—
Reactant2-(Tributylstannyl)-1,3-benzothiazoleHCID 3762392—
ReactantHCID 57934161HCID 57934161—
CatalystHCID 178418476HCID 178418476—
SolventMethanolHCID 887—
SolventWaterHCID 962—
ProductHCID 136175573HCID 13617557339.1%

Reaction Steps

A mixture of acetic acid 3-{acetyl-[3-fluoro-4-(2-piperidin-1-ylethoxy)benzyl]amino}-4-bromophenyl ester (50 mg) and dichlorobis(triphenylphosphine)palladium (II) (7 mg), xylene (1 ml) and 2-tributylstannylbenzothiazole (84 mg) was refluxed for 1.5 hours. The reaction mixture was cooled at room temperature, methanol (2 ml), water (1 ml) and potassium carbonate (50 mg) was added thereto, and the solution was vigourously stirred for 15 minutes at room temperature. The reaction mixture was diluted with water, extracted with ethyl acetate, then dried over anhydrous magnesium sulfate, and the solvent was evaporated in vacuo. The residue was purified by NH silica gel column chromatography (ethyl acetate-methanol system) to provide the title compound (20 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399520B2
Source datasetuspto-grants-2013_03
ORD IDord-30fa6d4f8e1e4d2e93465f020c922f81
Source noteuspto-grants-2013_03