Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2219468Generated: November 1, 2026

Chloroform → HCID 11688663, compound

https://huagongshe.com/reaction/2219468

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
Reactant3-AminopyridineHCID 10009—
ReactantCesium carbonateHCID 10796—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
ReactantHCID 86607565HCID 86607565—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventDichloromethaneHCID 6344—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 11688663HCID 1168866324.2%

Reaction Conditions

Temperature150 °C

Reaction Steps

In a 5 ml microwave reaction vessel were dissolved 50 mg (0.134 mmol) 3-Iodo-6-methyl-pyridine-2-carboxylic acid (3-chloro-phenyl)-amide and 16 mg (0.168 mmol, 1.25 equiv.) of 3-aminopyridine in 2 ml of dioxane. Cesium carbonate (61 mg, 188 mmol, 1.4 equiv.) were added and argon was bubbled through the suspension for 3 min. Then Xanthphos (26 mg, 0.044 mmol, 0.33 equiv.) and Pd2(dba)3.CHCl3 14 mg (0.013 mmol, 0.1 equiv.) were added and the mixture was heated for 30 min at 150° C. under microwave irradiation. The mixture was diluted with methylene chloride, filtered and concentrated in vaccuo. The resulting dark brown oil (129 mg) was purified by flash chromatography (gradient: heptane/ethyl acetate 4:1 to 3:2) to yield the title compound as a yellow solid (total 11 mg, 24%), MS (ISP): m/e=339.1, 341.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07414060B2
Source datasetuspto-grants-2008_08
ORD IDord-2a59da38e76a4e3ebb93dd1563c3f82d
Source noteuspto-grants-2008_08