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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2219472Generated: October 31, 2026

Chloroform → HCID 11688679, compound

https://huagongshe.com/reaction/2219472

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
ReactantCesium carbonateHCID 10796—
Reactant3-BromopyridineHCID 12286—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
ReactantHCID 86607567HCID 86607567—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 11688679HCID 1168867941%

Reaction Conditions

Temperature160 °C

Reaction Steps

In a 5 ml microwave reaction vessel were dissolved 80 mg (0.31 mmol) 3-Amino-6-methyl-pyridine-2-carboxylic acid (2-chloro-pyridin-4-yl)-amide and 60 mg (0.38 mmol, 1.25 equiv.) of 3-Bromopyridine in 4 ml of dioxane. Cesium carbonate (139 mg, 0.43 mmol, 1.4 equiv.) were added and argon was bubbled through the suspension for 3 min. Then Xanthphos (58 mg, 0.10 mmol, 0.33 equiv.) and Pd2(dba)3.CHCl3 (32 mg, 0.03 mmol, 0.1 equiv.) were added and the mixture was heated for 2 h at 160° C. under microwave irradiation. To the mixture was added silica gel (5 g) and the mixture was evaporated to dryness in vaccuo. The powder was charged onto a flash chromatography column and eluted (heptane/ethyl acetate 2:1) to yield the title compound as a yellow solid (total 43 mg, 41%), MS (ISP): m/e=340.1, 342.0 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07414060B2
Source datasetuspto-grants-2008_08
ORD IDord-7672228fa90744a78b45afa69ab3fd08
Source noteuspto-grants-2008_08