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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 717163Generated: November 1, 2026

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

https://huagongshe.com/reaction/717163

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant4-AminotetrahydropyranHCID 419223—
ReactantN-(3,5-dibromopyrazin-2-yl)-2-iodoacetamideHCID 58298325—
SolventAcetonitrileHCID 6342—
Product6-Bromo-4-(tetrahydro-2H-pyran-4-yl)-3,4-dihydropyrazino[2,3-b]pyrazin-2(1H)-oneHCID 8664464840%

Reaction Steps

To a solution of N-(3,5-dibromopyrazin-2-yl)-2-iodoacetamide (See Example 5.B) (6.6 g, 15.8 mmol) and diisopropylethylamine (4.0 g, 31.6 mmol) in acetonitrile (50 mL) was added tetrahydro-2H-pyran-4-amine (6.4 g, 63.2 mmol) and the mixture was stirred at ambient temperature for 16 h. The solvent was removed under reduced pressure and the residue which was purified by chromatography on silica gel (5-20% ethyl acetate in petroleum ether) to give the title compound (1.98 g, 40% yield). MS (ESI) m/z 313.1 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193692B2
Source datasetuspto-grants-2015_11
ORD IDord-b22a3453c8b9488e9a45a7778aebe9b5
Source noteuspto-grants-2015_11