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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1890877Generated: October 31, 2026

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

https://huagongshe.com/reaction/1890877

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant4-AminomethyltetrahydropyranHCID 2773210—
ReactantN-(3,5-dibromopyrazin-2-yl)-2-iodoacetamideHCID 58298325—
SolventAcetonitrileHCID 6342—
Product6-Bromo-4-((tetrahydro-2H-pyran-4-yl)methyl)-3,4-dihydropyrazino[2,3-b]pyrazin-2(1H)-oneHCID 7156708479%

Reaction Conditions

Temperature40 °C

Reaction Steps

N-(3,5-Dibromopyrazin-2-yl)-2-iodoacetamide (See Example 5.B) (8.0 g, 19.01 mmol), (tetrahydro-2H-pyran-4-yl)methanamine (2.63 g, 22.81 mmol) and diisopropylethylamine (6.64 mL, 38.0 mmol) were placed in a 250 mL round bottom flask, suspended in acetonitrile (80.0 mL) and heated to 40° C. for 16 h. The resulting white precipitate was filtered, washed with acetonitrile followed by hexanes and dried under vacuum to afford the title compound (4.89 g, 14.95 mmol, 79% yield). MS (ESI) m/z 327.4 [M]+, 329.5 [M+2]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507492B2
Source datasetuspto-grants-2013_08
ORD IDord-13c74ab2ac4747129f2d4d84954b9dd6
Source noteuspto-grants-2013_08