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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1259361Generated: November 3, 2026

Cesium carbonate → HCID 67194489, compound

https://huagongshe.com/reaction/1259361

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-Bromo-2-fluoroanilineHCID 123050—
ReactantBinap, (A+-)-HCID 634876—
ReactantHCID 58380548HCID 58380548—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
ProductHCID 67194489HCID 6719448948%

Reaction Conditions

Temperature90 °C

Reaction Steps

Palladium acetate (129 mg, 0.001 mol), BINAP (538 mg, 0.001 mol), cesium carbonate (2.8 g, 0.009 mol) were dissolved in toluene (20 mL) and the resulting mixture was sparged for 30 mins with nitrogen. This was followed by addition of trifluoro-methanesulfonic acid 1-benzyl-6-methyl-8-nitro-5-oxo-1,2,3,5-tetrahydro-imidazo[1,2-a]pyridin-7-yl ester (2.5 g, 0.006 mol) and 4-bromo-2-fluoro-phenylamine (1.15 g, 0.006 mol) in toluene (20 mL) and the reaction flask was again sparged for another 15 minutes. The reaction mixture was heated at 90° C. for 1 hour. The reaction was monitored by TLC (80% ethylacetate in hexane). The reaction mixture was filtered through celite bed and concentrated. Purification by column chromatography on silica gel (40% ethylacetate in hexane) afforded 1.3 g of the product (48% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08466289B2
Source datasetuspto-grants-2013_06
ORD IDord-dffd0f3ac9264a568942bd134deb4178
Source noteuspto-grants-2013_06