Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1959673Generated: October 31, 2026

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

https://huagongshe.com/reaction/1959673

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 numberUS08410264B2
Source datasetuspto-grants-2013_04
ORD IDord-09c64756d2224ef1b876af7da6474434
Source noteuspto-grants-2013_04