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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1014679Generated: October 25, 2026

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

https://huagongshe.com/reaction/1014679

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantQuinolin-5-ylboronic acidHCID 5153389—
Reactant6-Bromo-N2-(4-methoxybenzyl)pyrazine-2,3-diamineHCID 24820429—
Reactant(3-Amino-6-(5-quinolyl)pyrazin-2-yl)[(4-methoxyphenyl)methyl]amineHCID 66699817—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product1-(4-Methoxybenzyl)-6-(quinolin-5-YL)-1H-imidazo[4,5-B]pyrazin-2(3H)-oneHCID 6669962415%

Reaction Steps

(3-Amino-6-(5-quinolyl)pyrazin-2-yl)[(4-methoxyphenyl)methyl]amine. 6-Bromo-N2-(4-methoxybenzyl)pyrazine-2,3-diamine (0.928 g, 3.00 mmol), quinoline-5-boronic acid (0.675 g, 3.9 mmol), tetrakis(triphenylphosphine)palladium (0.306 g, 0.265 mmol), potassium carbonate (1.10 g, 7.95 mmol), water (7 ml) and dimethylformamide (35 mL) were reacted according to General Procedure B. The crude material was purified via Biotage silica gel chromatography (0-10% methanol in dichloromethane) followed by triturating with water/methanol to afford the title compound (0.165 g, 15% yield). MS (ESI) m/z 358.3 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07981893B2
Source datasetuspto-grants-2011_07
ORD IDord-b4b3c13490274034ba8f91005856d9b6
Source noteuspto-grants-2011_07