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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1921784Generated: October 31, 2026

Potassium Acetate → [5-(2-Fluoro-6-trifluoromethyl-pyridin-4-yl)imidazo[1,2-a]pyrazin-8-yl]-(4-morpholin-4-yl-phenyl)carbamic acid tert-butyl ester

https://huagongshe.com/reaction/1921784

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium AcetateHCID 517044—
Reactant2-Fluoro-6-(trifluoromethyl)pyridine-4-boronic acid pinacol esterHCID 53417043—
Reactant(5-Bromoimidazo[1,2-a]pyrazin-8-yl)-(4-morpholin-4-ylphenyl)carbamic acid tert-butyl esterHCID 86616748—
Solvent1,4-DioxaneHCID 31275—
Product[5-(2-Fluoro-6-trifluoromethyl-pyridin-4-yl)imidazo[1,2-a]pyrazin-8-yl]-(4-morpholin-4-yl-phenyl)carbamic acid tert-butyl esterHCID 58228824151.4%

Reaction Conditions

Temperature85 °C

Reaction Steps

(5-Bromoimidazo[1,2-a]pyrazin-8-yl)-(4-morpholin-4-ylphenyl)carbamic acid tert-butyl ester (50 mg, 0.11 mmol), 2-fluoro-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-6-(trifluoromethyl)pyridine (126 mg, 0.21 mmol), KOAc (31 mg, 0.32 mmol) and Pd(dppf)Cl2DCM (4.3 mg, 0.0053 mmol) are stirred under N2 in dioxane (0.3 mL) and heated at 85° C. for 2.5 h. The mixture is cooled and partitioned between NaHCO3 (5% aq., 5 mL) and EtOAc (15 mL). The layers are separated and the aqueous phase extracted with further EtOAc (2×10 mL). The combined organic extracts are washed with brine (10 mL), dried over Na2SO4 and evaporated under reduced pressure to afford the title compound as a brown oil (93 mg) which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08173656B2
Source datasetuspto-grants-2012_05
ORD IDord-f3d0cb09f779446fbd7ef90a7c815251
Source noteuspto-grants-2012_05