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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 456164Generated: October 30, 2026

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

https://huagongshe.com/reaction/456164

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Amino-3,5-dibromopyrazineHCID 620004—
ReactantHCID 66927191HCID 66927191—
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 N-(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 in a microwave to 120° C. for 10 hour. The reaction was diluted with DCM and water. The organic layer was washed with NH4Cl (aq.), 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 numberUS08497368B2
Source datasetuspto-grants-2013_07
ORD IDord-d81b734fe9a84050be5c22f92e1810e6
Source noteuspto-grants-2013_07