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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1892335Generated: October 31, 2026

Diisopropylethylamine → 5-Bromo-N*3*-(7-fluoro-quinolin-6-ylmethyl)-pyrazine-2,3-diamine

https://huagongshe.com/reaction/1892335

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Amino-3,5-dibromopyrazineHCID 620004—
Reactant(7-Fluoroquinolin-6-yl)methanamineHCID 52987914—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product5-Bromo-N*3*-(7-fluoro-quinolin-6-ylmethyl)-pyrazine-2,3-diamineHCID 5934178277.5%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of C-(7-fluoro-quinolin-6-yl)-methylamine (1.69 g, 9.63 mmol), 3,5-dibromopyrazin-2-amine (2.43 g, 9.63 mmol) and DIPEA (2.96 g, 22.90 mmol) was heated with microwave irradiation at 120° C. for 10 h. The reaction mixture was diluted with DCM and water. The organic layer was separated and washed with saturated NH4Cl solution, dried over Na2SO4, filtered and concentrated in vacuo. The crude product was purified by silica gel chromatography (DCM:MeOH) to give the title compound as a yellow solid (2.60 g, 69%). LCMS (method E): [MH]+=348/350, tR=5.21 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507676B2
Source datasetuspto-grants-2013_08
ORD IDord-e5722f5ad4224a1c8534eb45aa0ffd7e
Source noteuspto-grants-2013_08