Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1892345Generated: October 31, 2026

Triethylamine → 6-bromo-N2-(quinolin-6-ylmethyl)pyrazine-2,3-diamine

https://huagongshe.com/reaction/1892345

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-Amino-3,5-dibromopyrazineHCID 620004—
Reactant6-(Aminomethyl)quinolineHCID 1514384—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product6-bromo-N2-(quinolin-6-ylmethyl)pyrazine-2,3-diamineHCID 4578941892.2%

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of quinolin-6-ylmethanamine (3.6 g, 22.76 mmol), 3,5-dibromopyrazin-2-amine (5.75 g, 22.76 mmol) and triethyl amine (4.61 g, 45.5 mmol) was heated with microwave irradiation at 130° C. for 5 h. The reaction mixture was diluted with CH2Cl2 and water and the organic layer was separated, washed with aqueous NH4Cl, dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by column chromatography with EtOAc:hexanes to provide 6.93 g (92%) of the title compound. LCMS (method A): [MH]+=330, tR=4.89 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507676B2
Source datasetuspto-grants-2013_08
ORD IDord-7a1466829db94f6f95e24c5f411d5702
Source noteuspto-grants-2013_08