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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1014688Generated: October 25, 2026

Potassium Carbonate → (R)-1-(1-PHENYLPROPYL)-6-(QUINOLIN-5-YL)-1H-IMIDAZO[4,5-b]PYRAZIN-2(3H)-ONE

https://huagongshe.com/reaction/1014688

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantQuinolin-5-ylboronic acidHCID 5153389—
Reactant(R)-N2-(1-phenylpropyl)-6-(quinolin-5-yl)pyrazine-2,3-diamineHCID 68853964—
Reactant(R)-6-Bromo-N2-(1-phenylpropyl)pyrazine-2,3-diamineHCID 86626386—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product(R)-1-(1-PHENYLPROPYL)-6-(QUINOLIN-5-YL)-1H-IMIDAZO[4,5-b]PYRAZIN-2(3H)-ONEHCID 6669959493%

Reaction Steps

(R)—N2-(1-phenylpropyl)-6-(quinolin-5-yl)pyrazine-2,3-diamine. (R)-6-Bromo-N2-(1-phenylpropyl)pyrazine-2,3-diamine (0.440 g, 1.43 mmol), quinoline-5-boronic acid (0.273 g, 1.58 mmol), tetrakis(triphenylphosphine)palladium (0.165 g, 0.143 mmol), potassium carbonate (0.789 g, 5.72 mmol), water (8 mL) and dimethylformamide (30 mL) were reacted according to General Procedure B. The crude was purified via Biotage silica gel chromatography (0-10% methanol/dichloromethane, 40S column) to afford the title compound (0.476 g, 93% yield). MS (ESI) m/z 356.4 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07981893B2
Source datasetuspto-grants-2011_07
ORD IDord-fea98464c8274e1f8a75ea7ccf125760
Source noteuspto-grants-2011_07