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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1890831Generated: October 31, 2026

Diisopropylethylamine → 6-Bromo-4-(2-(tetrahydro-2H-pyran-4-yl)ethyl)-3,4-dihydropyrazino[2,3-b]pyrazin-2(1H)-one

https://huagongshe.com/reaction/1890831

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2-(Oxan-4-yl)ethan-1-amine hydrochlorideHCID 44118695—
Reactant2-bromo-N-(3,5-dibromopyrazin-2-yl)acetamideHCID 58298307—
Product6-Bromo-4-(2-(tetrahydro-2H-pyran-4-yl)ethyl)-3,4-dihydropyrazino[2,3-b]pyrazin-2(1H)-oneHCID 7156708350.7%

Reaction Conditions

Temperature85 °C

Reaction Steps

2-Bromo-N-(3,5-dibromopyrazin-2-yl)acetamide (3.30 g, 8.83 mmol) and 2-(tetrahydro-2H-pyran-4-yl)ethanamine hydrochloride (1.46, 8.83 mmol) and diisopropyl ethylamine (6.67 mL, 35.3 mmol) were combined and heated at 85° C. Upon complete consumption of starting material (by TLC), the reaction solution was condensed and purified via Biotage chromatography (0-100% ethyl acetate in hexanes) to afford the title compound (1.53 g, 4.48 mmol, 50% yield). MS (ESI) m/z 341.4 [M]+, 343.1 [M+2]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507492B2
Source datasetuspto-grants-2013_08
ORD IDord-d5ee32b9a513433da21c1384d91b1f3d
Source noteuspto-grants-2013_08