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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1892426Generated: October 28, 2026

Triethylamine → 6-bromo-N2-(5,7-difluoroquinolin-6-ylmethyl)pyrazine-2,3-diamine

https://huagongshe.com/reaction/1892426

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-Amino-3,5-dibromopyrazineHCID 620004—
Reactant(5,7-Difluoroquinolin-6-yl)methanamineHCID 66994774—
SolventAcetonitrileHCID 6342—
Product6-bromo-N2-(5,7-difluoroquinolin-6-ylmethyl)pyrazine-2,3-diamineHCID 8665205143.2%

Reaction Conditions

Temperature180 °C

Reaction Steps

A mixture of (5,7-difluoroquinolin-6-yl)methanamine (2.7 g, 13.9 mmol), 3,5-dibromopyrazin-2-amine (2.4 mg, 9.49 mmol) and triethyl amine (4.8 g, 47.5 mmol) in CH3CN (6 mL) was heated under microwave irradiation at 180° C. for 40 min. The reaction mixture was concentrated in vacuo and purified by column chromatography (hexane:EtOAc) to provide 6-bromo-N2-(5,7-difluoroquinolin-6-ylmethyl)pyrazine-2,3-diamine (1.50 g, 43%). 1H-NMR (400 MHz, DMSO-d6) δ ppm 9.00 (d, 1H), 8.52 (d, 1H), 7.73 (d, 1H), 7.64 (m, 1H), 7.21 (s, 1H), 7.00 (s, 1H), 6.21 (s, 2H), 4.69 (d, 2H). LCMS (method B): [MH]+=367.9, tR=2.36 min

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507676B2
Source datasetuspto-grants-2013_08
ORD IDord-cd54d4a2ec7f492cba0f2e23ad3496d6
Source noteuspto-grants-2013_08