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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 456135Generated: October 31, 2026

Ethyl Acetate → HCID 59341976, compound

https://huagongshe.com/reaction/456135

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantAmmonium ChlorideHCID 25517—
Reactant6-((6-bromo-1H-[1,2,3]triazolo[4,5-b]pyrazin-1-yl)methyl)quinolineHCID 54775608—
ReactantHCID 178514179HCID 178514179—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
ProductHCID 59341976HCID 59341976—

Reaction Conditions

Temperature127 °C

Reaction Steps

To a degassed solution of 6-((6-bromo-1H-[1,2,3]triazolo[4,5-b]pyrazin-1-yl)methyl)quinoline (1.6 g, 4.69 mmol) in DMF (8 mL), was added Pd(PPh3)4 (0.434 g, 0.375 mmol) and dicyanozinc (0.441 g, 3.75 mmol). The reaction mixture was heated to 127° C. for 4 h. NH4Cl(aq) was added to quench the reaction, followed by EtOAc. The reaction mixture was filtered through celite, washed with saturated NaHCO3 and NH4Cl. The organic layer was separated, dried over Na2SO4, filtered and concentrated to give a crude product, which was purified with Analogix gel silica (Hexanes:EtOAc) to afford the title compound as a light yellow solid. LCMS (method B): [MH]+=288, tR=1.81 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08497368B2
Source datasetuspto-grants-2013_07
ORD IDord-de8c61cde6b44b488eb9b934e2451ecb
Source noteuspto-grants-2013_07