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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2109861Generated: November 1, 2026

Triethylamine → HCID 54721906, compound

https://huagongshe.com/reaction/2109861

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPhenylboronic AcidHCID 66827—
ReactantHCID 57634648HCID 57634648—
CatalystHCID 178418851HCID 178418851—
SolventDimethylformamideHCID 6228—
ProductHCID 54721906HCID 54721906—

Reaction Conditions

Temperature110 °C

Reaction Steps

A solution of 8,9-dihydroxy-2-(3-iodobenzyl)-3,4-dihydro-2H-pyrido[1,2-a]pyrazine-1,6-dione (0.05 g, 0.121 mmol) in DMF (5 mL) was degassed for 5 minutes with nitrogen and placed under an atmosphere of nitrogen. To this was added phenyl boronic acid (0.015 g, 0.123 mmol), triethylamine (0.051 mL, 0.364 mmol), and bis(tri-t-butylphosphine)palladium(0) (0.003 g, 0,006 mmol) and heated with stirring at 110° C. overnight. The product mixture was concentrated under vacuum, and the residue was triturated with methylene chloride. The resultant precipitate was filtered off and the filtrate concentrated under vacuum. The filtrate residue was subjected to HPLC purification on C-18 stationary phase eluted with water/acetonitrile/TFA mobile phase. Desired fractions were concentrated under vacuum to afford the title compound as off white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07517532B2
Source datasetuspto-grants-2009_04
ORD IDord-7c4e5e086b864dc7ae310a528420cf4b
Source noteuspto-grants-2009_04