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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2361504Generated: November 1, 2026

Potassium Carbonate → HCID 58362383, compound

https://huagongshe.com/reaction/2361504

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactanttert-Butyl (2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamateHCID 2773231—
Reactant2-Bromobenzo[4,5]imidazo[1,2-a]pyrimidineHCID 58362356—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 58362383HCID 5836238344.8%

Reaction Conditions

Temperature120 °C

Reaction Steps

1,1′ Bis(diphenylphosphino)ferrocnee]dichloropalladium(II),w/DCM (0.033 g, 0.040 mmol) was added to a solution containing 2-bromobenzo[4,5]imidazo[1,2-a]pyrimidine (0.2 g, 0.806 mmol), tert-butyl (2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate (0.386 g, 1.209 mmol), Copper(I) iodide (0.015 g, 0.081 mmol), and Potassium carbonate (0.806 ml, 1.612 mmol) in DMF. The solution was heated in the microwave for 15 minutes at 120° C. The reaction was cooled to room temperature. Diluted with water, extracted with ethyl acetate, combined organics, dried, filtered and concentrated. Purified by Combiflash column using 0% to 80% ethyl acetate in hexanes to afford tert-butyl (2-(benzo[4,5]imidazo[1,2-a]pyrimidin-2-yl)phenyl)carbamate (0.13 g, 0.361 mmol, 44.7% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691187B2
Source datasetuspto-grants-2014_04
ORD IDord-927c59a201ee489fb6a35edfae22ade2
Source noteuspto-grants-2014_04