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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1755243Generated: November 1, 2026

Potassium Carbonate → HCID 75204203, compound

https://huagongshe.com/reaction/1755243

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-(Cyclopent-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 15486611—
ReactantHCID 75204202HCID 75204202—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 75204203HCID 7520420370.4%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of (S)-5-bromo-N-(1-(pyrrolo[1,2-a]pyrazin-1-yl)pyrrolidin-3-yl)pyrimidine-2-carboxamide (0.10 g, 0.27 mmol, 1 eq) in 1.8 mL of DMF was added 2-(cyclopent-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (0.15 g, 0.77 mmol, 2.8 eq), followed by K2CO3 (0.18 g, 1.3 mmol, 4.8 eq) in 0.2 mL of H2O and Pd(dppf)Cl2 (0.02 g, 0.03 mmol, 0.09 eq). After heating for 1 h at 120° C. the mixture was concentrated and purified by silica gel flash chromatography (EtoAc:MeOH 1:1) followed by HPLC to afford (S)-5-(cyclopent-1-en-1-yl)-N-(1-(pyrrolo[1,2-a]pyrazin-1-yl)pyrrolidin-3-yl)pyrimidine-2-carboxamide (0.070 g, 0.19 mmol, 69%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09169261B2
Source datasetuspto-grants-2015_10
ORD IDord-e5ebe8d0fc6848fead5a4a8a49457522
Source noteuspto-grants-2015_10