Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 717136Generated: October 29, 2026

Methanol → 6-Bromo-4-(2-morpholinoethyl)-3,4-dihydropyrazino[2,3-b]pyrazin-2(1H)-one

https://huagongshe.com/reaction/717136

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-MorpholinoethylamineHCID 408285—
ReactantN-(3,5-dibromopyrazin-2-yl)-2-iodoacetamideHCID 58298325—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
Product6-Bromo-4-(2-morpholinoethyl)-3,4-dihydropyrazino[2,3-b]pyrazin-2(1H)-oneHCID 8664464556.4%

Reaction Conditions

Temperature45 °C

Reaction Steps

N-(3,5-Dibromopyrazin-2-yl)-2-iodoacetamide (0.5 g, 1.188 mmol), diisopropylethylamine (0.415 mL, 2.376 mmol) and 2-morpholinoethanamine (0.162 g, 1.248 mmol) were combined in acetonitrile (5 mL). The solution was heated to 45° C. for 1 h. Solution was condensed and diluted with 75% ethyl acetate in hexanes. The resulting solid was filtered and the filtrate collected and condensed followed by purification via Biotage chromatography (0-75% ethyl acetate in hexanes then 0-10% methanol in ethyl acetate) to afford the title compound (0.228 g, 0.67 mmol, 56% yield). MS (ESI) m/z 342.4 [M]+, 344.4 [M+2]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193692B2
Source datasetuspto-grants-2015_11
ORD IDord-bd91f59d54f346a38c70f1683d4e115a
Source noteuspto-grants-2015_11