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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 449880Generated: October 29, 2026

Cesium carbonate → HCID 59618525, compound

https://huagongshe.com/reaction/449880

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-Chloro-4,6-dimethylpyrimidineHCID 20550—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
ReactantN-(2-aminopyridin-4-yl)-2,6-dichlorobenzamideHCID 59618313—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 59618525HCID 596185258%

Reaction Steps

To a microwave tube was added N-(2-aminopyridin-4-yl)-2,6-dichlorobenzamide (0.25 g, 0.89 mmol), 2-chloro-4,6-dimethylpyrimidine (0.19 g, 1.34 mmol), Pd2(dba)3 (0.81 g, 0.089 mmol), XantPhos (0.104 g, 0.179 mmol), Cs2CO3 (0.85 g, 2.6 mmol) and dioxane (4 mL). The mixture was degassed with N2 for 10 min. The resulting mixture was irradiated in a microwave reactor at 140° C. for 3 hours and then cooled to room temperature. The mixture was filtered through Celite and concentrated under reduced pressure. The residue was purified by column chromatography to afford the desired product as a white solid (22 mg, yield: 8%). 1H NMR (500 MHz, MeOH-d4): δ 8.96 (d, J=1.5 Hz, 1H), 8.17 (d, J=5.5 Hz, 1H), 7.41-7.54 (m, 4H), 6.77 (s, 1H), 2.44 (s, 6H). LCMS (ESI) m/z: 388.0 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08486950B2
Source datasetuspto-grants-2013_07
ORD IDord-aeb40538d31b48fe9fbc58fb59472631
Source noteuspto-grants-2013_07