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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 454328Generated: October 30, 2026

Acetonitrile → 6-(6-(2-Hydroxypropan-2-yl)pyridin-3-yl)-4-(2-morpholinoethyl)-3,4-dihydropyrazino[2,3-b]pyrazin-2(1H)-one

https://huagongshe.com/reaction/454328

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-MorpholinoethylamineHCID 408285—
ReactantN-(3,5-dibromopyrazin-2-yl)-2-iodoacetamideHCID 58298325—
Reactant6-Bromo-4-(2-morpholinoethyl)-3,4-dihydropyrazino[2,3-b]pyrazin-2(1H)-oneHCID 86644645—
SolventMethanolHCID 887—
SolventEthyl AcetateHCID 8857—
Product6-(6-(2-Hydroxypropan-2-yl)pyridin-3-yl)-4-(2-morpholinoethyl)-3,4-dihydropyrazino[2,3-b]pyrazin-2(1H)-oneHCID 5829832256%

Reaction Conditions

Temperature45 °C

Reaction Steps

6-Bromo-4-(2-morpholinoethyl)-3,4-dihydropyrazino[2,3-b]pyrazin-2(1H)-one. 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 numberUS08492381B2
Source datasetuspto-grants-2013_07
ORD IDord-0a2322dc50dd4a2cbee595f38e3f5367
Source noteuspto-grants-2013_07