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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 388092Generated: October 25, 2026

Potassium Carbonate → (S)-1-(1-Phenylpropyl)-6-(quinolin-5-YL)-1H-imidazo[4,5-B]pyrazin-2(3H)-one

https://huagongshe.com/reaction/388092

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantQuinolin-5-ylboronic acidHCID 5153389—
Reactant(S)-N2-(1-phenylpropyl)-6-(quinolin-5-yl)pyrazine-2,3-diamineHCID 68853527—
Reactant(S)-6-Bromo-N2-(1-phenylpropyl)pyrazine-2,3-diamineHCID 86626385—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product(S)-1-(1-Phenylpropyl)-6-(quinolin-5-YL)-1H-imidazo[4,5-B]pyrazin-2(3H)-oneHCID 6669976177%

Reaction Steps

(S)-N2-(1-phenylpropyl)-6-(quinolin-5-yl)pyrazine-2,3-diamine. (S)-6-Bromo-N2-(1-phenylpropyl)pyrazine-2,3-diamine (0.560 g, 1.83 mmol), quinoline-5-boronic acid (0.348 g, 2.01 mmol), tetrakis(triphenylphosphine)palladium (0.211 g, 0.183 mmol), potassium carbonate (1.01 g, 7.32 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 (0.500 g, 77% yield). MS (ESI) m/z 356.3 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372976B2
Source datasetuspto-grants-2013_02
ORD IDord-d0fb5b24e51f4269b9778b3a46eba73c
Source noteuspto-grants-2013_02