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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1175432Generated: October 30, 2026

Cesium carbonate → N-{5-[({2-[(2,3-Difluorobenzyl)thio]-6-methoxypyrimidin-4-yl)amino)sulfonyl]-4-methyl-1,3-thiazol-2-yl]acetamide

https://huagongshe.com/reaction/1175432

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantN-(4-methyl-5-sulfamoylthiazol-2-yl)acetamideHCID 3244062—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
Reactant4-Chloro-2-([(2,3-difluorophenyl)methyl]thio]-6-methoxypyrimidineHCID 86619877—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
ProductN-{5-[({2-[(2,3-Difluorobenzyl)thio]-6-methoxypyrimidin-4-yl)amino)sulfonyl]-4-methyl-1,3-thiazol-2-yl]acetamideHCID 59558795—

Reaction Steps

The title compound was prepared according to the procedure outlined in example 1 step (iv) using a mixture of N-[5-(aminosulfonyl)-4-methyl-1,3-thiazol-2-yl]acetamide (0.25 g), tris(dibenzylideneacetone)dipalladium (0) (64 mg), 2-dicyclohexylphosphino-2′,4′,6′-tri-isopropyl-1,1′-biphenyl (XPHOS) (33 mg), cesium carbonate (0.69 g) and 4-Chloro-2-[[(2,3-difluorophenyl)methyl]thio]-6-methoxypyrimidine (the product of Example 35, step i) (0.21 g) in dioxane (6 ml). The crude material was purified by column chromatography using EtOAc/isohexane (2.5:7.5 to 4:6 gradient) as eluent to give the title compound as a pale yellow solid. Yield: 85 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07838675B2
Source datasetuspto-grants-2010_11
ORD IDord-4a7873ad38244c8380e18a4a2510c498
Source noteuspto-grants-2010_11