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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 869202Generated: October 30, 2026

Cesium carbonate → HCID 67451804, compound

https://huagongshe.com/reaction/869202

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantEthyl thiazole-5-carboxylateHCID 459108—
Reactant2-(Di-tert-butylphosphino)biphenylHCID 2734215—
ReactantHCID 86686131HCID 86686131—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
ProductHCID 67451804HCID 6745180424.8%

Reaction Conditions

Temperature145 °C

Reaction Steps

tert-butyl 6-chloropyridazin-3-yl((1-(3-fluoropyridin-2-yl)cyclobutyl)methyl)carbamate (500 mg, 1.27 mmol), ethyl thiazole-5-carboxylate (300 mg, 1.91 mmol), Pd(OAc)2 (86 mg, 0.13 mmol), JohnPhos (92 mg, 0.26 mmol) and Cs2CO3 (827 mg, 2.54 mmol) in toluene (10 mL) were combined and heated in a microwave reactor for 30 min at 145° C. The reaction mixture was filtered through a celite plug and the filtrate was concentrated. The resulting residue was purified on silica gel using a mixture of ethyl acetate and hexanes to provide the title compound as yellow oil (162 mg, 82% pure, 21%), LRMS (M+H+) m/z 514.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08969346B2
Source datasetuspto-grants-2015_03
ORD IDord-a520da7a6a2a47a38ca51688c8405fea
Source noteuspto-grants-2015_03